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Ashford Vacation Rentals

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Dates

November 2026

December 2026

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Our top choices for Ashford vacation rentals

A group of people seated around a fire pit in a garden with a gazebo and trees in the background.

1. Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing

Willington

Stacy

AED 911 total

includes taxes & fees

22 Nov - 23 Nov

A wooden cabin with a balcony and stairs, surrounded by trees.

2. Treehouse - Countryside - Farm Animals - Fire Pit

Willington

Lauren B.

AED 1,045 total

includes taxes & fees

17 Nov - 18 Nov

A window with a view of a grassy field and trees.

3. Spacious, unique barn with beautiful views.

Hampton

Kevan W.

AED 1,038 total

includes taxes & fees

13 Nov - 14 Nov

A modern interior with a dining area, kitchen, and seating space.

4. 1 King Bed | Non-Smoking, Micfridge

Putnam

Anonymous traveler

AED 371 total

includes taxes & fees

11 Nov - 12 Nov

A wooden deck with outdoor furniture, overlooking a lake with boats and houses in the background.

5. Serene 2-bedroom, 2-bath lakefront retreat on Staffordville Lake for 5 people.

Stafford

Lisa S.

A two-story house with a front porch, stone steps, and a driveway.

6. Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor

Putnam

Dan M.

AED 651 total

includes taxes & fees

11 Nov - 12 Nov

A room with a blue wall, a mirror, a table with chairs, potted plants, and a Christmas tree.

7. Modern 1-bedroom apartment in peaceful Sturbridge with AC

Sturbridge

Lynn M. T.

AED 457 total

includes taxes & fees

11 Nov - 12 Nov

A house with a white porch, a black door, and a window with a white frame.

8. Cozy 1-bedroom cottage in serene Pomfret.

Pomfret

Aaron H.

AED 971 total

includes taxes & fees

11 Nov - 12 Nov

A modern living room with a sofa, a coffee table, and a rug.

9. Entire guest suite in South Windsor, Connecticut

South Windsor

Arthur

AED 380 total

includes taxes & fees

18 Nov - 19 Nov

A living room with a dining area, a TV, and a large window with a view of buildings.

10. Central Chic Pad - with Free Parking, Heat & AC

Manchester

Domenic

AED 779 total

includes taxes & fees

15 Nov - 16 Nov

A red building with a colorful mural on the front, a covered porch, and a stone foundation.

11. Wizard's Roost at Underhill Hollow

North Grosvenordale

Elizabeth G.

AED 661 total

includes taxes & fees

11 Nov - 12 Nov

A dining area with a high ceiling, skylights, and a view of the outdoors.

12. Secluded 2-Acre Lakefront Home! Book Your Getaway!

Woodstock

Emma S.

AED 2,178 total

includes taxes & fees

11 Nov - 12 Nov

A room with a wooden ceiling, a ceiling fan, a blue door, and a dining area with a table and chairs.

13. Lakefront - King - W&D - PetsOK - Kayaks - SUPs

Coventry Lake

Harris G.

AED 1,041 total

includes taxes & fees

12 Nov - 13 Nov

A room with a sloped ceiling, wooden beams, a purple door, and a star decoration on the wall.

14. The Tree House at Underhill Hollow

Thompson

Zachary P.

AED 682 total

includes taxes & fees

11 Nov - 12 Nov

A house with a stone chimney, a fire pit, and two Adirondack chairs in the yard.

15. Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

Coventry Lake

Blithen D.

AED 1,113 total

includes taxes & fees

1 Dec - 2 Dec

A room with two wicker chairs and a small round table, a large window, and a red door.

16. SteamPunk Bunk House and Intergalactic Way Station

Thompson

Pauline S.

AED 661 total

includes taxes & fees

16 Nov - 17 Nov

A cozy living room with a wooden dining table, a sofa, a ceiling fan, and a view of the outdoors through a window.

17. Walk to Everything! Lake, Park, Dining, Antiques & The Famous Bidwell Tavern

Coventry

Edwin D.

AED 1,173 total

includes taxes & fees

15 Nov - 16 Nov

A modern living room with a gray sofa, a coffee table, and a dining area with a table and chairs. There is a TV and a plant in the room.

18. TruStay in Central CT

Manchester

Maxine L.

AED 861 total

includes taxes & fees

11 Nov - 12 Nov

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

19. Crested One Place - with Free Parking, Heat & AC

Manchester

phillip s.

AED 779 total

includes taxes & fees

11 Nov - 12 Nov

A bedroom with a bed, bedside tables, a nightstand, and a patterned rug.

20. Premium Enjoyable 1-bedroom apartment in central Manchester

Manchester

Nicole K.

AED 802 total

includes taxes & fees

20 Nov - 21 Nov

View all properties

Find vacation rentals that suit your style

Top Ashford Hotel Reviews

A multi-story hotel with a prominent entrance and a large sign.

Graduate by Hilton Storrs

Storrs

10/10 Excellent

olivia

A hotel entrance with a covered walkway, columns, and a brick facade.

Holiday Inn Express & Suites Sturbridge by IHG

Sturbridge

10/10 Excellent

Tracy

A marble staircase with a wooden handrail and a decorative balustrade.

Wellsworth Hotel

Southbridge

10/10 Excellent

Brian

A Comfort Inn & Suites hotel with a well-maintained garden and a clear view of the building's entrance.

Comfort Inn & Suites Dayville - Killingly Industrial Park

Dayville

10/10 Excellent

Our first time at this location, we stayed here 2 nights while attending the May 2016 Brimfield markets. Easy on/off route 395 in a quiet area by an industrial park and rr tracks. About a 30 minute scenic drive to Brimfield (395N to 131 to 20). Although the hotel is 18 years old, the rooms were redone 2 years ago giving it a very modern appearance. The breakfast buffet was included (bacon, eggs, fresh fruit, yogart, oj, apple juice, great coffee, delicious blue berry waffles). Fresh baked...

peggy

A hotel with a covered patio, a stone fountain, and a brick pathway.

Comfort Inn & Suites Sturbridge - Brimfield

Sturbridge

10/10 Excellent

Jim

A white colonial-style house with a symmetrical facade, a central entrance, and a well-maintained garden with colorful flowers.

Publick House Historic Inn and Country Motor Lodge

Sturbridge

10/10 Excellent

Suzanne

A compact kitchen with a built-in refrigerator, a microwave, and a coffee machine.

Quiet Corner Inn

Brooklyn

10/10 Excellent

Anonymous traveler

A spacious lobby with a grey sofa, ottoman, and patterned rug. A staircase leads to a wooden balcony.

Comfort Inn Griswold

Griswold

10/10 Excellent

chester

A wooden interior with a dining table and chairs, a refrigerator, and shelves with glassware.

Trainmasters Inn

Palmer

10/10 Excellent

Anonymous traveler

A modern hotel room with a large window, a flat-screen TV mounted on the wall, a sofa with patterned cushions, and a desk with a chair.

Cambria Hotel Manchester South Windsor

South Windsor

10/10 Excellent

LaToya

A hotel with a covered entrance, a brick facade, and a clear sky.

Holiday Inn Express Vernon - Manchester by IHG

Vernon

10/10 Excellent

Michelle

A two-story white house with dark shutters, a stone wall, and a front door with an American flag.

Spring Hill Inn

Storrs

10/10 Excellent

I rented Spring Hill Inn while visiting UConn with my daughter. It’s less than 5 minutes away and the stay was fantastic. Lee welcomed us and greeted us warmly. He was happy to to share about the history of the home built in the 1700s. Lots of character but at the same time very well appointed and comfortable with renovated bathroom and very comfortable beds. There was delicious tea, yogurt and freshly cut fruit in the morning with a yummy coffee cake home baked by Diane. We felt spoiled and...

Alejandra

Residence Inn By Marriott Hartford Manchester

Manchester

10/10 Excellent

I usually don't write reviews, but I had to for this place. The room was VERY spacious, but this was not the main reason for my happiness with this hotel. There was a party being held in the room across the hall. My son had a competition the next morning and needed a good nights sleep. I went to the front desk to ask their quiet hours policy and he informed me it started at 9pm. I voiced my concern and went back to my room. At 9pm, we heard the person I spoke to at the front desk knock on...

Anonymous traveler

A modern hotel lobby with a blue sofa, a fireplace, and a corner market.

Fairfield Inn & Suites Hartford Manchester

Manchester

10/10 Excellent

Vaneessa

A large building with multiple windows and a well-maintained garden with various plants and flowers.

Scottish Inn Sturbridge

Sturbridge

10/10 Excellent

Dale

Frequently Asked Questions

Can I find a vacation rental in Ashford?

Yes, there are vacation rentals near the most popular attractions in Ashford, or you can select a more secluded option if you want a relaxing place to stay. Ashford is known for its coffeehouses and parks.

What's the top vacation rental that Ashford has to offer?

Amazing lake house with everything you need! : Visitors like this Ashford vacation home rental. It is located on a lake and has a patio, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals will I find in Ashford?

With 5 Expedia vacation rentals, you're sure to find just the right place for your Ashford stay.

What can I see and do in Ashford?

Ashford Town Green and Tinkerville Brook Reserve are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Josias Byles Sanctuary and Rankin Preserve.

What are vacation rentals like in Ashford?

Vacation rentals are private accommodations you can book for several days or more in Ashford. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for family trips or small group gatherings.

Ashford Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Ashford vacation rentals

1. Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing

2. Treehouse - Countryside - Farm Animals - Fire Pit

3. Spacious, unique barn with beautiful views.

4. 1 King Bed | Non-Smoking, Micfridge

5. Serene 2-bedroom, 2-bath lakefront retreat on Staffordville Lake for 5 people.

6. Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor

7. Modern 1-bedroom apartment in peaceful Sturbridge with AC

8. Cozy 1-bedroom cottage in serene Pomfret.

9. Entire guest suite in South Windsor, Connecticut

10. Central Chic Pad - with Free Parking, Heat & AC

11. Wizard's Roost at Underhill Hollow

12. Secluded 2-Acre Lakefront Home! Book Your Getaway!

13. Lakefront - King - W&D - PetsOK - Kayaks - SUPs

14. The Tree House at Underhill Hollow

15. Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

16. SteamPunk Bunk House and Intergalactic Way Station

17. Walk to Everything! Lake, Park, Dining, Antiques & The Famous Bidwell Tavern

18. TruStay in Central CT

19. Crested One Place - with Free Parking, Heat & AC

20. Premium Enjoyable 1-bedroom apartment in central Manchester

Find vacation rentals that suit your style

Top Ashford Hotel Reviews

Graduate by Hilton Storrs

10/10 Excellent

Frequently Asked Questions

Can I find a vacation rental in Ashford?

What's the top vacation rental that Ashford has to offer?

How many vacation rentals will I find in Ashford?

What can I see and do in Ashford?

What are vacation rentals like in Ashford?