Baltimore Holiday Rentals, Chester: Private House Rentals

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Pool

Condo

Spa

Hot tub

Family friendly

Cottage

Waterpark

Check prices for these dates

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Our top choices for Baltimore hotels

A hotel with a covered entrance, stone facade, and a sign indicating it is part of the Best Western chain.

A spacious, well-lit kitchen area with modern appliances, a central island with bar stools, and a chandelier.

An indoor swimming pool with clear water, lounge chairs, and a stone fireplace.

A hotel room with a bed, a sitting area, a bathroom with a bathtub, and a large mirror.

1. Best Western Springfield Hotel

Springfield

Gerry

฿5,343

฿5,877 total

includes taxes & fees

10 Sept - 11 Sept

A spa named Castle Hill Spa with a well-maintained lawn and a pathway leading to the entrance.

A sign for Castle Hill Spa surrounded by lush greenery and a well-maintained lawn.

A kitchen with wooden cabinets, a white microwave, a stove, and a refrigerator.

An indoor swimming pool with four chairs and a hot tub.

2. Pointe at Castle Hill Resort

Cavendish

David

฿3,650

฿4,161 total

includes taxes & fees

3 Sept - 4 Sept

A bay window seating area with a round table, a potted plant, and a garland with pine cones and lights.

A stone facade with a wooden door, steps leading up to a porch, and a small white chair outside.

A living room with a fireplace, two armchairs, a TV mounted above the fireplace, and a desk with a mirror and lamp.

A room with a red sofa, armchairs, a coffee table, and a fireplace. There is a window with a view of trees and a chandelier.

3. The Hartness House

Springfield

Dan

฿5,899

฿6,489 total

includes taxes & fees

3 Sept - 4 Sept

A large stone building with a steep roof, surrounded by dense forest and hills.

A spacious living room with a fireplace, comfortable seating, and a large window providing natural light.

A traditional bedroom with a four-poster bed, two armchairs, a wooden wardrobe, and a mirror.

A spacious living room with a fireplace, red sofas, a wooden coffee table, and a television.

4. Castle Hill Resort And Spa

Cavendish

Mirco

฿7,585

฿8,268 total

includes taxes & fees

7 Sept - 8 Sept

A well-maintained garden with a variety of plants and flowers, a wooden pergola, and a gravel path.

A variety of dishes including a steak, muffins, and a dessert with fruit.

A two-story building with a central entrance, a balcony with railings, and a sign indicating it is a lodging and fine dining establishment.

A bedroom with a bed, a bedside table, a lamp, a mirror, a dresser, a window, and a ceiling fan.

5. Fullerton Inn

Chester Depot

Kirsty

฿4,627

฿5,043 total

includes taxes & fees

3 Sept - 4 Sept

A hotel room with a desk, chair, television, refrigerator, and a dresser.

A building with a 'Public Welcome' sign, a vending machine, and a hanging flower basket.

A reception desk with a check-in counter, a framed picture above it, and a potted plant to the right.

6. Claremont Motor Lodge

Claremont

EDWARD S

฿3,979

฿4,318 total

includes taxes & fees

7 Sept - 8 Sept

A cozy living room with a fireplace, leather furniture, and a coffee table with a puzzle.

A cozy room with a large bed, a fireplace, and a brick wall.

A metal bucket with a spoon, two wine glasses, and a checkered cloth on a brick ledge by a pool.

A wooden interior with a pool, benches, and a clock.

7. The Common Man Inn & Restaurant

Claremont

Victoria

A rustic dining area with wooden beams, tables, chairs, and a fireplace.

A large, multi-story building with a symmetrical facade, multiple chimneys, and a well-maintained garden with evergreen trees.

A bedroom with a large bed, a bedside table, a lamp, and a view of the outdoors through a sliding door.

An outdoor event space with tables set for dining, surrounded by a covered area with a transparent roof.

8. The Inn at Weathersfield

Perkinsville

Rula

฿5,898

฿7,654 total

includes taxes & fees

3 Sept - 4 Sept

A red barn with a white door and shutters, surrounded by a garden with various plants and flowers.

A white house with a porch, wooden chairs, and an American flag.

A conference room with a long wooden table, multiple chairs, and a large window providing natural light.

A living room with two sofas, a fireplace, and a wooden floor.

9. Stone Hearth Inn and Eatery

Chester

Kathleen

฿6,927

฿7,550 total

includes taxes & fees

7 Sept - 8 Sept

A bar area with stools, a counter, and a large window offering a view of a snowy landscape.

A living room with a fireplace, a sofa, a coffee table, and a television.

A lobby with a seating area, a potted plant, a television, and a patterned carpet.

A gym with treadmills, stationary bikes, and free weights.

10. Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Brownsville

Gene

฿4,610

฿5,572 total

includes taxes & fees

3 Sept - 4 Sept

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

An air conditioner with a control panel displaying temperature settings.

A hotel room with a bed, a desk, a chair, a dresser, a mirror, a television, and a window with curtains.

A coffee maker, a phone, and a coffee bag on a desk.

11. Royal Inn Claremont

Claremont

Eva

฿3,731

฿4,048 total

includes taxes & fees

7 Sept - 8 Sept

A room with a large window overlooking a lake and forested hills. There are two wooden chairs on a balcony.

A neatly made bed with a white comforter and pillows, a wooden nightstand with a lamp, and a wall hanging above the bed.

A room with a wooden table, two chairs, a vase with flowers, a hanging plant, a framed picture on the wall, and a patterned rug.

A two-story white house with a porch, a front yard, and a mailbox.

12. Harvest Barn Inn

Bellows Falls

Michael

฿5,766

฿6,285 total

includes taxes & fees

3 Sept - 4 Sept

A two-story building with a bar and restaurant on the ground floor, a vintage car parked in front, and a sign indicating "Main Mountain".

A bar area with a long counter, green upholstered bar stools, and a variety of bottles and glasses on shelves.

A modern hotel room with a bed, a seating area with a chair and a small table, a TV mounted on the wall, and a window with curtains.

13. Main and Mountain Bar & Motel

Ludlow

Paull

฿5,775

฿6,353 total

includes taxes & fees

8 Sept - 9 Sept

A hotel with multiple buildings, a covered outdoor area, and a snowy landscape.

A hot tub with a tiled interior and a window in the background.

A hotel with a swimming pool area, including two hot tubs and lounge chairs.

A golf course with rolling hills, trees, and a distant mountain range.

14. Jackson Gore Village, A Vail Resorts Property

Jackson Gore Base Area

Zulma

฿5,790

฿7,034 total

includes taxes & fees

30 Sept - 1 Oct

A modern kitchen with a central island, stainless steel appliances, and a dining area with chairs.

A row of cabins with a river in the foreground, surrounded by trees and a snowy landscape.

A modern kitchen with a wooden dining table, stainless steel appliances, and a view of the outdoors through the window.

A red car parked at a charging station in front of a building with a 'OPEN' sign.

15. Sleep Woodstock Motel

Woodstock

John

฿2,846

฿3,131 total

includes taxes & fees

7 Sept - 8 Sept

A spacious room with a stone fireplace, leather furniture, and large windows offering a view of greenery.

A cozy room with a wooden bench, a chair, and a sofa. There are large windows with wooden frames and a chandelier hanging from the ceiling.

A bedroom with a large window, a bed, a chair, and a lamp.

A well-maintained lawn with a central garden area, a brick building, and a view of a forested hill.

16. The Jackson

West Woodstock

Yanil

฿5,173

฿5,691 total

includes taxes & fees

8 Sept - 9 Sept

A large, multi-story building with a symmetrical facade, multiple windows, and a balcony with railings.

A covered outdoor seating area with red chairs and tables, surrounded by white walls and red-framed windows.

A breakfast table with a menu, a coffee pot, a mug, and a plate of pancakes and bacon.

A bar area with wooden bar counter, leather bar stools, and hanging stained glass lights.

17. Echo Lake Inn

Plymouth

Michael

฿7,644

฿8,331 total

includes taxes & fees

14 Sept - 15 Sept

An aerial view of a residential area with houses, a river, and surrounding hills.

A lakeside view of a multi-story building with balconies, surrounded by lush greenery and a calm lake.

A kitchenette with a Keurig coffee maker, a red Balanz microwave, a coffee station, and a framed landscape painting on the wall.

An outdoor setting with a table and chairs, a small pond, and a wooden board game.

18. The Shire Woodstock

Woodstock

Paul

฿6,640

฿7,889 total

includes taxes & fees

3 Sept - 4 Sept

A two-story house with a front porch, a central entrance, and a garden with various plants and flowers.

A brick oven pizza station with a chef preparing dough.

A two-story brick house with a white porch and a small garden in front.

A bar area with wooden bar stools, hanging light fixtures, and a bartender at the counter.

19. Kedron Valley Inn

South Woodstock

Kathryn

฿12,237

฿13,460 total

includes taxes & fees

15 Sept - 16 Sept

A restaurant with wooden tables and chairs, a central table with a sign reading "The Red Slate Restaurant", and large windows with views of the outside.

A Christmas tree decorated with lights, ornaments, and a bow.

A living room with a fireplace, a sofa, a coffee table, and a dining area with chairs and a table.

A bar area with a sign reading "MAGIC" and "featured Vermont beers".

20. The Upper Pass Lodge at Magic Mountain

Londonderry

Terry

฿3,048

฿3,383 total

includes taxes & fees

3 Sept - 4 Sept

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Top Baltimore Hotel Reviews

Harvest Barn Inn

10/10 Excellent

"This is a jewel, choose this place if you want to enjoy the million dollar view of the Connecticut river, free parking, excellent rate, cozy rooms, comfortable, quiet, easy Check-in, marvelous organic Breakfast, and exceptional staff."

On The River Inn

10/10 Excellent

"We had a wonderful stay at On the River. The room was large, clean, and very quiet. It's a short, quick drive into town. The staff was pleasant and helpful. A good choice when staying near Woodstock."

The Landgrove

10/10 Excellent

"Lots to like about this Inn: Accurate web descriptions including of their many tasty breakfast options; Very clean, Comfortable mattress with quality linens, Great bath products, Hot showers, Individual temp controls for room, Tasty tap water, Pretty landscaping. Every staff member is very pleasant – shout out to Audrey. Other things to expect: Bring a sleep mask if sensitive to light, no cell service nearby but inn offers unsecured Wi-Fi; stairs to 2nd flr rooms are shallow & steep-typical for age of building; and its easy to take country walks on the road."

Woodstock Inn & Resort

10/10 Excellent

"Our room was beautiful, clean, and quiet. The bed was comfortable, and the amenities in the bathroom were a real indulgence."

The Shire Woodstock

10/10 Excellent

"Great Location. great views of the river, lawn and firepits for relaxing. Rooms recently redone and well done."

The Jackson

10/10 Excellent

"Love this B&B - very well located, the food is amazing and the bedrooms are very comfy! Highly recommend!"

Best Western Springfield Hotel

10/10 Excellent

"We had a wonderful stay at this hotel and would definitely recommend it. The property was very clean and well maintained, which made us feel comfortable from the moment we arrived. The staff were exceptionally friendly, welcoming, and always willing to help with any questions or requests. We also appreciated the complimentary drinks and fresh fruit, which were a thoughtful touch. Breakfast has a good variety of options to choose from. Another highlight of our stay was the indoor pool, which was clean, relaxing, and very enjoyable. Overall, this hotel exceeded our expectations, and we would be happy to stay here again."

The Common Man Inn & Restaurant

10/10 Excellent

"Clean and comfortable room. Enjoyed the continental breakfast too. Restaurant food was very good and tasty!"

Deer Brook Inn

10/10 Excellent

"What an amazing place! The room was perfect--comfy bed, luxurious bedding and great amenities. As a guest, you have full access to the living room, dining room and outdoor areas--which includes a fire pit and sauna. Breakfast was delicious with locally sourced products--many from the property itself--including edible flowers. The host was friendly, welcoming, and just a delightful person. And so very thoughtful. Would definitely stay here again and highly recommend!"

More cheap stays in Baltimore

Sleep Woodstock Motel

4324 West Woodstock Road Woodstock VT

฿2,846

฿3,131 total

7 Sept - 8 Sept

includes taxes & fees

9.6/10 Exceptional! (607 reviews)

Royal Inn Claremont

24 Sullivan St Claremont NH

฿3,731

฿4,048 total

7 Sept - 8 Sept

includes taxes & fees

6.8/10 (352 reviews)

Claremont Motor Lodge

16 Beauregard St Claremont NH

฿3,979

฿4,318 total

7 Sept - 8 Sept

includes taxes & fees

8.8/10 Excellent! (577 reviews)

Fullerton Inn

40 The Common Chester VT

฿4,627

฿5,043 total

3 Sept - 4 Sept

includes taxes & fees

8.2/10 Very good! (451 reviews)

Best Western Springfield Hotel

818 Charlestown Rd Springfield VT

฿5,343

฿5,877 total

10 Sept - 11 Sept

includes taxes & fees

8.8/10 Excellent! (875 reviews)

Main and Mountain Bar & Motel

112 Main Street Ludlow VT

฿5,775

฿6,353 total

8 Sept - 9 Sept

includes taxes & fees

9.6/10 Exceptional! (228 reviews)

Frequently asked questions

What's the best place for a stay in Baltimore?

Woodstock Inn & Resort, located 18.4 mi (29.5 km) from the heart of Baltimore, is a top choice for your stay, based on our traveller data. Other good choices for your trip to the area are On The River Inn and Holiday Inn Club Vacations Mount Ascutney Resort by IHG. See all available top hotels, or vacation rentals in Baltimore.

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

Yes! The majority of hotel bookings are fully refundable provided that you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If your reservation is non-refundable, you might still have the option to cancel and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Baltimore.

What is staying in Baltimore like?

Those travelling to Baltimore will definitely enjoy the sights to see and things to do. There are 1400 hotels and other accommodation options in the surrounding area. Find out more about Baltimore.

What is there to see in Baltimore?

Places to visit in the wider area include Fox Run Golf Course, Okemo Mountain Resort and Mount Ascutney. You'll also find Green Mountain Sugar House and Solitude Express Ski Lift in the area. Take a look at what more there is to see and do in Expedia's Baltimore guide.

What's the seasonal weather like in Baltimore?

The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Baltimore are January, March, November and February, with each month seeing an average of 35 cm of snowfall.

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Book Hotels in Baltimore on Expedia.com

Find hotels in Baltimore, VT from ฿3,131

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Baltimore

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Baltimore hotels

1. Best Western Springfield Hotel

2. Pointe at Castle Hill Resort

3. The Hartness House

4. Castle Hill Resort And Spa

5. Fullerton Inn

6. Claremont Motor Lodge

7. The Common Man Inn & Restaurant

8. The Inn at Weathersfield

9. Stone Hearth Inn and Eatery

10. Holiday Inn Club Vacations Mount Ascutney Resort by IHG

11. Royal Inn Claremont

12. Harvest Barn Inn

13. Main and Mountain Bar & Motel

14. Jackson Gore Village, A Vail Resorts Property

15. Sleep Woodstock Motel

16. The Jackson

17. Echo Lake Inn

18. The Shire Woodstock

19. Kedron Valley Inn

20. The Upper Pass Lodge at Magic Mountain

Top Baltimore Hotel Reviews

Harvest Barn Inn

On The River Inn

The Landgrove

Woodstock Inn & Resort

The Shire Woodstock

The Jackson

Best Western Springfield Hotel

The Common Man Inn & Restaurant

Deer Brook Inn

More cheap stays in Baltimore

Sleep Woodstock Motel

Royal Inn Claremont

Claremont Motor Lodge

Fullerton Inn

Best Western Springfield Hotel

Main and Mountain Bar & Motel

Frequently asked questions

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