Upwey Holiday Rentals, Weymouth: Private House Rentals

A lush garden with a pond, ferns, and flowering plants.

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Our top choices for Upwey hotels

A white building with a blue door, two windows, and a sign reading "BIRCH HOUSE 31".

A neatly arranged bedroom with a bed, a bedside table, a lamp, a mirror, and a small bench.

A staircase with wooden handrails and metal balusters, leading to an upper floor.

1. Birch House B&B

Radipole

Richard

฿3,336

฿4,003 total

includes taxes & fees

1 Nov - 2 Nov

A restaurant with a large copper dome, wooden tables, and potted plants.

A view through a window with a book on a windowsill.

A bedroom with a large bed, a wooden nightstand, a chair, a TV, and a window with a view.

A bar area with a checkered floor, wooden staircase, and bar stools.

2. The Duchess of Cornwall Inn

Dorchester

Colin

฿2,595

฿3,114 total

includes taxes & fees

15 Nov - 16 Nov

A neatly arranged bedroom with a bed, two bedside tables with lamps, a small side table, and a wardrobe.

A living room with a fireplace, blue patterned sofa, wooden coffee table, and a stone wall.

A dining area with wooden tables and chairs, stone walls, and large windows.

A window with a view of a road and greenery, a bench with cushions, and a floral valance.

3. The Heritage Bed & Breakfast

Weymouth

Carol

฿3,697

฿4,437 total

includes taxes & fees

22 Oct - 23 Oct

An indoor swimming pool with a glass ceiling, clear poolside railing, and a no diving sign.

An indoor patio area with a stone wall, a white fence, and a row of metal chairs.

A bar area with a wooden counter, two chairs, a wine glass, a bottle, and a vase with flowers.

A bar area with a tap system, shelves of liquor bottles, and a display of beer taps.

4. Best Western Weymouth Hotel Rembrandt

Melcombe Regis

David

฿3,637

฿4,364 total

includes taxes & fees

8 Nov - 9 Nov

A wooden table with a fruit basket, two glasses of champagne, and small white cups on a wooden board.

A traditional thatched-roof cottage with brick walls, multiple windows, and potted plants.

A dining table set with plates, glasses, and candles, with a fireplace in the background.

A cozy living room with a brick fireplace, two armchairs, and a patterned sofa.

5. Yalbury Cottage

Dorchester

Ardyce

฿2,836

฿3,403 total

includes taxes & fees

3 Nov - 4 Nov

A room with a purple sofa, a grey sofa, and a white table with a vase of flowers.

A two-story building with a flag, windows, and a street in front.

A reception area with a fireplace, a mirror, and a bookshelf with books.

A hotel room with two beds, a desk, a chair, a fireplace, and a window with curtains.

6. Sleeping Bear Hotel Dorchester

Dorchester

Christopher

฿2,218

฿2,662 total

includes taxes & fees

1 Nov - 2 Nov

A balcony with a wicker sofa, a woven coffee table, and a large vase.

A spacious indoor dining area with high ceilings, large windows, and wicker furniture.

A sunlit room with large windows overlooking a beach, furnished with yellow armchairs and a wooden table.

7. Moonfleet Manor

Weymouth

Andreea

฿5,189

฿6,227 total

includes taxes & fees

1 Nov - 2 Nov

A window with binoculars and a mug on the windowsill, overlooking a beach with waves and a cloudy sky.

A row of colorful Victorian-style buildings with bay windows and a pub sign.

A bedroom with a sloped ceiling, a bed with orange bedding, a decorative pillow, and a wall with a jungle-themed wallpaper.

A room with a bed, two wicker chairs, a small table with a glass, and a view of the sea through a bay window.

8. Channel View Guest House

Weymouth Town Center

Anthony

฿3,812

฿4,575 total

includes taxes & fees

4 Nov - 5 Nov

A traditional pub with a clock, wooden beams, and outdoor seating.

A wooden tray with various tea and coffee products, including Twinings and Arriba brands, and Nescafe Gold packets.

The Smugglers Inn with a traditional thatched roof, a visible clock, and a sign for Hall & Woodhouse.

A bathroom with a bathtub, toilet, and sink.

9. The Smugglers Inn

Weymouth

Mr C J

฿3,870

฿4,644 total

includes taxes & fees

5 Nov - 6 Nov

A bedroom with a bed, two bedside tables, a chandelier, and a geometric-patterned wall.

A hallway with a textured wall, a chandelier, a door with frosted glass panels, and a small table with a vase.

A garden with potted plants and a barbecue grill.

A building with a prominent sign reading "ASHMIRA."

10. Ashmira Guest House

Greenhill

฿4,164

฿4,164 total

includes taxes & fees

1 Nov - 2 Nov

A vintage-themed restaurant interior with a wooden table, cushioned bench, and rope-wrapped stool.

A hotel room with a bed, two pillows with nautical designs, a framed botanical illustration, bedside lamps, and a tray with glasses and a bottle.

A cozy room with a fireplace, leather armchairs, a round table, and a wicker chair.

A playground with a yellow slide, climbing structures, and overhead shelters.

11. The Spice Ship

Weymouth

Joe Moore

฿3,914

฿3,914 total

includes taxes & fees

29 Oct - 30 Oct

A building with a green door and a sign that reads "DRIFTWOOD BED & BREAKFAST".

A reception desk with a plant, a sign, and a stack of magazines.

A room with a dark blue sofa, a green and white striped pillow, and a wooden dresser.

A mirror with a wooden frame mounted on a wall.

12. Driftwood B&B

Westham

Andrew

฿2,443

฿2,443 total

includes taxes & fees

29 Oct - 30 Oct

A beach with a statue, people, and buildings in the background.

A building with a sign reading "Alexandra" and a café bar sign below it.

A two-story building with a sign reading "Alexandra" above the entrance. There are outdoor seating areas with tables and chairs.

A hotel room with two beds, a desk with a mirror, a television, and a window with curtains.

13. Alexandra Hotel

Weymouth Town Center

sheelagh

฿2,682

฿3,218 total

includes taxes & fees

25 Oct - 26 Oct

A coastal promenade with a beach, a grassy area with small plants, and a row of traditional houses.

A modern kitchen with white cabinets, a stainless steel sink, and a tiled backsplash.

A bedroom with a large bed, a hanging chandelier, a wardrobe, a mirror, and a view of the outside through a window.

A modern kitchen with a sink, a dining area with a table, and a living room with a sofa.

14. St Johns Guest House

Weymouth Town Center

Paul

฿4,077

฿4,893 total

includes taxes & fees

17 Oct - 18 Oct

A hotel room with two beds, a desk, and a view of the sea.

A row of traditional terraced houses with a street in front.

A reception area with a wooden reception desk, a mounted star decoration, and a wall-mounted sign with guidelines.

A coastal building with a parking lot and a view of the sea.

15. The Jubilee Hotel East- with Spa Facilities

Weymouth Town Center

Sukhchain

฿2,543

฿3,051 total

includes taxes & fees

18 Oct - 19 Oct

A corner building with a white awning labeled "Timid."

A marina with multiple sailboats docked, surrounded by terraced buildings.

A bedroom with a bed, two chairs, a nightstand, a lamp, and a window with curtains.

A beach with a lifeguard station, inflatable toys, and beachgoers.

16. Timrick Lodge Hotel

Weymouth Town Center

Martin

฿2,252

฿2,703 total

includes taxes & fees

26 Oct - 27 Oct

A table with various bottles and glasses of drinks, including a raspberry liqueur, tonic water, pink grapefruit gin, and fever-tree tonic water, set outdoors with a green umbrella and a stone wall in the background.

A modern bedroom with a large bed, two bedside tables with lamps, a desk with a chair, and a wardrobe.

A bar area with a brick wall, hanging pendant lights, and a counter with various bottles and glasses.

A wooden play structure with a slide and climbing area.

17. The Frampton Arms

Dorchester

Robert

฿2,193

฿2,632 total

includes taxes & fees

25 Oct - 26 Oct

A room with a bay window overlooking a beach, featuring wicker chairs, a small table with a vase of flowers, and a view of people on the beach.

A room with two grey upholstered chairs facing a window with a view of the sea. A small table with a wine bottle and glass is between the chairs.

A marina with several boats docked, surrounded by residential buildings.

A beach with cliffs, a sailboat, and people relaxing.

18. Lichfield House

Weymouth Town Center

Rosa

฿4,759

฿4,759 total

includes taxes & fees

2 Nov - 3 Nov

A view from a window overlooking a busy street with a beach and ocean in the background.

A breakfast buffet with various food items and condiments.

A hotel room with a large bed, a desk, a chair, and a TV. There is a window with a view of the beach.

A beachfront apartment building with ivy-covered walls, outdoor seating, and a sign reading "BEACHVIEW APARTMENT".

19. Fairhaven Hotel

Weymouth Town Center

Shaun

฿2,554

฿3,065 total

includes taxes & fees

25 Oct - 26 Oct

A two-story building with a traditional architectural style, featuring a prominent sign for 'The George Red & Breakfast'.

A hotel room with a bed, a chair, a television, and a sliding glass door leading to an outdoor area.

A bedroom with a bed, a chair, a fireplace, and a mirror on the wall.

20. The George B&B

Melcombe Regis

Krisztina

฿3,470

฿4,164 total

includes taxes & fees

19 Oct - 20 Oct

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Learn more about Upwey

Venture to sights like Dorset National Landscape as you discover the local area in Upwey.

See all hotels in Upwey

Top Upwey Hotel Reviews

Moonfleet Manor

10/10 Excellent

"Very clean hotel with friendly staff and lovely location"

The Bull Hotel

10/10 Excellent

"We recently stayed in the Bull hotel and opted for a delux room. WE are so glad we did as the room was wonderful. very impressed, The stairs to the upper floors may be a challenge for the less mobile but I was told there a few rooms on the ground floor, one of which is deluxe. The hotel is convenient for the main shopping area and has a vety useful parking area to the rear of the hotel. All the staff were very helpful and friendly. A good breakfast and evening meal. The outside seating looked good too. A great place to stay in a lovely town."

Fairhaven Hotel

8/10 Good

"It was a last minute booking . Good value for the money. Breakfast was excellent freshly cooked. very attentive staff. Had the pizza in the evening beautifully cooked very fresh. Ideal hotel if you want to be close to the town. Has lift so easy for people who struggle with mobility issues."

Kingston Country Courtyard

10/10 Excellent

"Stunning views from the garden"

Durdle Door Hotel

10/10 Excellent

"Excellent location for walking to Durdle Door and beyond. Close to local pubs and restaurants. Staff are very helpful and knowledgeable. Clean and tidy bedrooms. Discounted parking across the road. Visited in late September so wasn’t too busy."

Crown Hotel

10/10 Excellent

"An excellent venue for staying in the Blandford Forum area. Comfortable room with everything we needed. 10/10 breakfast ."

The Duchess of Cornwall Inn

10/10 Excellent

"Lovely clean large room. Great tv with a superb picture. Plenty of tea / coffee and biscuits welcome tray. We were surprised how quiet our sleep was, the pub below was busy but no sound from it. The decoration of the whole venue is incredible with so much to look at. There is a lot of car spaces but the area is very busy so it’s a bit of a search to find one."

The Jubilee Hotel West- with Spa Facilities

10/10 Excellent

"The room was a good size, we had a family room for 5. The room was clean and tidy and good amenities in the room itself. The best aspect was the seaview which was fantastic helped by some good October weather. We didn't use the bar much as we were visiting relatives who live in Weymouth - but it looked good with plenty to do. The best thing about staying in the older hotels on the front is access to the beach/Weymouth centre, room size and view. Overall very happy with the hotel and the price. Would definitely stay again - thanks."

The Frampton Arms

10/10 Excellent

"The room was clean and comfortable. The shower pressure and temperature was fantastic. Staff helpful and cheerful Breakfast was great, with a good selection of meat, cheese,bread and cereals."

More cheap stays in Upwey

Old Ship Inn

High W St Dorchester England

฿2,113

฿2,535 total

18 Oct - 19 Oct

includes taxes & fees

Seascape

11 The Esplanade Weymouth England

฿3,670

฿4,403 total

1 Nov - 2 Nov

includes taxes & fees

9.2/10 Wonderful! (118 reviews)

Jurassic Bay Holidays

22 Ranelagh Rd Weymouth England

฿2,764

฿4,429 total

2 Nov - 3 Nov

includes taxes & fees

The West Bay Hotel

Station Road Bridport England

฿5,078

฿6,094 total

28 Oct - 29 Oct

includes taxes & fees

Lemon Tree

The Coast Road Dorchester England

Get rates

8.2/10 Very good! (20 reviews)

Penn House Hotel

21 Brunswick Terrace Weymouth England

Get rates

9.8/10 Exceptional! (31 reviews)

Find out more about Upwey

Top reasons to visit Upwey

Scenic Walkways: Upwey offers picturesque pathways ideal for leisurely strolls, showcasing the stunning Dorset countryside.
Outdoor Adventures: The local recreation park provides a perfect blend of relaxation and exciting activities for all ages.
Charming Village Atmosphere: Experience the warmth of friendly locals in this quaint village, perfect for a relaxing getaway.
Proximity to Weymouth: Just a short distance away, Weymouth boasts cultural attractions and vibrant amenities.
Delightful Accommodation: Enjoy a range of pet-friendly Bed & Breakfasts and guesthouses for a comfortable stay.

Find great hotels near Upwey

Discover delightful hotel accommodation options in Upwey, Weymouth, a charming locale perfect for adventure seekers and beach lovers alike. Choose from a variety of Bed & Breakfasts and guesthouses that cater to pet-friendly vacations. Enjoy local dining experiences and explore nearby attractions like the Smugglers Inn and Weymouth Station. Read reviews and travel stories to find the ideal place for your memorable stay in this picturesque area.

Fairhaven Hotel: The Fairhaven Hotel is a budget-friendly option ideally situated 6km from Upwey, boasting a commendable guest rating of 8.4 out of 10. This hotel offers a relaxed atmosphere with a variety of dining options, including a bar and lounge for casual drinks and meals. Guests can enjoy a delightful breakfast selection, including continental options. For relaxation and entertainment, the hotel features multiple televisions, including flatscreen and digital TV, ensuring that guests can unwind after a day of exploring.
The Jubilee Hotel East - with Spa Facilities: Located just 5km from Upwey, The Jubilee Hotel East is a 3-star establishment that caters to those seeking a beach and spa-themed getaway. With direct access to the beach, guests can easily soak up the sun and enjoy seaside activities. The hotel prides itself on its comprehensive spa services, which include a range of treatments such as hot stone massages, deep tissue massages, and facial treatments, providing a perfect retreat for relaxation and rejuvenation. A pool service adds to the overall wellness experience.
Sleeping Bear Hotel Dorchester: The Sleeping Bear Hotel Dorchester, rated 8.8 out of 10, is situated 6km from Upwey and offers a range of amenities for a comfortable stay. This 3-star hotel features dining options including breakfast, ideal for starting the day off right. Guests can engage in various sports and recreational activities, such as hiking and biking nearby, as well as golf. Entertainment options are plentiful with digital and flatscreen televisions available in the rooms. The hotel's proximity to the entertainment and historical districts adds to its appeal, making it a great choice for those keen on exploring the local culture.

Where to stay in Upwey

Upwey, a charming village nestled in Weymouth, offers a delightful blend of outdoor adventures and scenic beauty. Explore the picturesque Dorset countryside, where friendly locals create a welcoming atmosphere. Just a stone's throw away, the vibrant town centre of Weymouth boasts cultural gems and luxurious amenities. Whether you're seeking relaxation or family-friendly activities, Upwey and its surroundings promise a memorable holiday experience filled with enchanting landscapes and warm hospitality.

Weymouth: Nestled on the stunning Jurassic Coast, Weymouth is a vibrant seaside town known for its rich maritime history and beautiful sandy beaches. As the main city in the area, it attracts visitors year-round, with peak seasons from June to August. Tourists flock here for outdoor adventures, scenic coastal views, and a variety of water sports. Don’t miss the iconic Weymouth Beach and the charming esplanade, where you can enjoy traditional fish and chips. The town also boasts a lively theatre scene and recreational areas perfect for family fun.
Dorchester: Located a mere 6km from Upwey, Dorchester is a historic market town steeped in culture and heritage. Visitors can explore fascinating attractions such as the Thomas Hardy Museum and the Roman Town House. Unlike Weymouth, Dorchester experiences a steadier influx of tourists, particularly in April, July, and September, making it an ideal spot for those seeking adventure and outdoor activities. The nearby landscape features beautiful beaches, rugged rocks, and picturesque bays, providing ample opportunities for hiking and golfing amidst stunning scenery.
South Coast: Just 5km from Upwey, the South Coast is renowned for its breathtaking natural beauty and outdoor pursuits. This area attracts visitors during the summer months and into autumn, with its scenic hiking trails and access to the stunning national park. Adventurers can explore rugged coastlines and tranquil woodlands, while also enjoying the local wildlife. The South Coast is perfect for those looking to immerse themselves in nature, offering a blend of recreation and relaxation amidst dramatic landscapes.

Things to do in Upwey

Shopping

In Upwey, explore local shops for unique gifts and souvenirs. If you're up for a drive, visit Weymouth Retail Park, about 5km away, for a variety of high-street brands and larger stores. The historic Weymouth town centre, around 6km away, offers charming boutiques and markets.

Recreation

In Upwey, the Harmony Tree Wellness Centre offers holistic therapies and yoga classes in a tranquil environment, fostering relaxation and mindfulness. Nearby, the Weymouth Bay Spa invites you to indulge in rejuvenating treatments and enjoy soothing sea views, creating a serene atmosphere for unwinding and rejuvenation.

Adventure

In Upwey, explore the scenic beauty of the Dorset countryside with hiking trails that offer stunning views. Enjoy thrilling activities at the nearby Weymouth Beach, where you can try windsurfing or paddleboarding, perfect for those seeking an adrenaline rush while soaking in the coastal charm.

Nightlife

In Upwey, The New Inn is a quaint pub offering a relaxed atmosphere with local ales and occasional live music. Nearby, The Weymouth Pavilion hosts diverse performances, from comedy to theatre, creating an engaging nightlife experience in this charming coastal area.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Upwey

Upwey is an ideal destination for those seeking outdoor adventures and scenic beauty. Visitors can explore a variety of attractions including beautiful beaches, bustling harbours, and intriguing museums. Whether you're after cultural experiences or outdoor pursuits, Upwey and its surroundings offer a delightful mix of activities that cater to all tastes. This charming area promises an enjoyable vacation filled with memorable experiences.

Fantasy Island Fun Park: Located 5km from Upwey, this amusement park offers a thrilling experience with outdoor rides and attractions for families. Enjoy a day filled with adventure, laughter, and excitement amidst a vibrant, family-friendly atmosphere.
Weymouth Beach: Just 6km away, Weymouth Beach boasts golden sands and a lively seaside vibe. It's an ideal spot for sunbathing, beach games, or simply relaxing while listening to the waves lapping against the shore.
Weymouth Harbour: Also 6km from Upwey, Weymouth Harbour presents stunning scenery with its picturesque views and charming waterfront. Stroll along the quayside, enjoy fresh seafood, and immerse yourself in the local maritime culture.

Best time to go to Upwey

The best time to visit Upwey can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Upwey falls in August, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Upwey falls in February, visitor numbers are average and weather is mostly cloudy with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	44.6°F (7.0°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
February	44.4°F (6.9°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
March	46.0°F (7.8°C)	Light Rain	Mostly Cloudy	Average	Average
April	49.1°F (9.5°C)	Light Rain	Mostly Sunny	Average	Average
May	53.8°F (12.1°C)	Light Rain	Mostly Sunny	Average	Average
June	58.8°F (14.9°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
July	62.2°F (16.8°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
August	62.4°F (16.9°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
September	60.3°F (15.7°C)	Light Rain	Mostly Sunny	Average	Average
October	56.5°F (13.6°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly Low
November	50.9°F (10.5°C)	Light Rain	Mostly Cloudy	Slightly Low	Average
December	47.1°F (8.4°C)	Light Rain	Mostly Cloudy	Slightly Low	Average

The nearest major airports for your trip to Upwey

Visiting Upwey, Weymouth, is convenient with several nearby airports. Bristol Airport (BRS) is approximately 82km away, with excellent hotels like The Rising Sun and The Bear and Swan, both offering 5-star accommodations just a short drive from the airport. Exeter Airport (EXT), located about 68km away, features luxurious options such as Lympstone Manor and the 4.5-star Southernhay House Hotel. Lastly, Southampton Airport (SOU) is around 84km from Upwey, with top-rated hotels including the 5-star Harbour Hotel Southampton and The White Star Tavern, all accessible with efficient transport services.

Frequently asked questions

Where is the best place for a stay in Upwey?

Fairhaven Hotel, located 3.7 mi (6 km) from the heart of Upwey, is a top choice for your stay, based on our traveller data. Two other choices for your visit to the area are Best Western Weymouth Hotel Rembrandt and Sleeping Bear Hotel Dorchester. See all available top hotels, or vacation rentals in Upwey.

If I need to cancel my hotel reservation in Upwey, will I receive a refund?

Yes! You'll find that most hotel room reservations are fully refundable if you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before your arrival date. If your reservation is non-refundable, you may still be able to cancel and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Upwey.

What are some hotels with pools in Upwey?

Best Western Weymouth Hotel Rembrandt: Hotel located near Weymouth Beach. Offers a full-service spa, an indoor pool and a health club. View all hotels with pools in Upwey.

What is staying in Upwey like?

Those travelling to Upwey will definitely enjoy the sights to see and things to do. In Upwey, there are 10 hotels and other accommodation options to choose from. Find out more about Upwey.

What are the top places to visit in Upwey?

A favourite place to visit is Dorset National Landscape. You'll also find Lodmoor Country Park and Bowleaze Cove Beach in the area. Take a look at what more there is to see and do in Expedia's Upwey guide.

What's the seasonal weather like in Upwey?

The hottest months are usually July and August, with an average temperature of 16°C, while the coldest months are February and January, with an average of 8°C. Average annual precipitation for Upwey is 813 mm.

Find hotels in Upwey from ฿2,443

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Upwey

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Upwey hotels

1. Birch House B&B

2. The Duchess of Cornwall Inn

3. The Heritage Bed & Breakfast

4. Best Western Weymouth Hotel Rembrandt

5. Yalbury Cottage

6. Sleeping Bear Hotel Dorchester

7. Moonfleet Manor

8. Channel View Guest House

9. The Smugglers Inn

10. Ashmira Guest House

11. The Spice Ship

12. Driftwood B&B

13. Alexandra Hotel

14. St Johns Guest House

15. The Jubilee Hotel East- with Spa Facilities

16. Timrick Lodge Hotel

17. The Frampton Arms

18. Lichfield House

19. Fairhaven Hotel

20. The George B&B

Learn more about Upwey

Top Upwey Hotel Reviews

Moonfleet Manor

The Bull Hotel

Fairhaven Hotel

Kingston Country Courtyard

Durdle Door Hotel

Crown Hotel

The Duchess of Cornwall Inn

The Jubilee Hotel West- with Spa Facilities

The Frampton Arms

More cheap stays in Upwey

Old Ship Inn

Seascape

Jurassic Bay Holidays

The West Bay Hotel

Lemon Tree

Penn House Hotel

Find out more about Upwey

Top reasons to visit Upwey

Find great hotels near Upwey

Where to stay in Upwey

Things to do in Upwey

Find the best attractions near Upwey

Best time to go to Upwey

The nearest major airports for your trip to Upwey

Frequently asked questions

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