Ashford Vacation Rentals & Ski-in/Ski-out Homes
House
- Connecticut
- ·
- Mansfield Depot
- 1.51 mi to center
10.0Exceptional
(90 Reviews)
2 Bedrooms
1 Bath
6 Guests
900 ft²
Parking
Ocean View
Balcony/Terrace
View
US $451/Night
7 Nights - US $3,157
House
- Connecticut
- ·
- Mansfield Depot
- 1.63 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
1399.31 ft²
- Parking
Pool
Internet
Pet Friendly
US $255/Night
7 Nights - US $1,785
House
- Willington
- ·
- Mansfield
- 0.71 mi to center
8.6Fabulous
(130 Reviews)
1 Bedroom
1 Bath
- Parking
- Balcony/Terrace
Kitchen
Air Conditioner
US $239/Night
7 Nights - US $1,670
Cottage
- Willington
- ·
- Ashford
- 2.15 mi to center
10.0Exceptional
(55 Reviews)
2 Bedrooms
1 Bath
8 Guests
1200 ft²
Oceanfront- Parking
- Ocean View
- Balcony/Terrace
US $417/Night
7 Nights - US $2,917
House
- Willington
- ·
- Coventry Lake
- 0.41 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
1 Bath
6 Guests
1205.56 ft²
- Parking
- Internet
Child Friendly
Sports/Activities
US $435/Night
7 Nights - US $3,045
Cottage
- Connecticut
- ·
- Mansfield Depot
- 1.63 mi to center
10.0Exceptional
(35 Reviews)
2 Bedrooms
2 Baths
4 Guests
1400 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $322/Night
7 Nights - US $2,256
Cottage
- Willington
- ·
- Coventry Lake
- 0.99 mi to center
10.0Exceptional
(29 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $460/Night
7 Nights - US $3,217
Apartment
- Connecticut
- ·
- Woodstock
- 2.41 mi to center
10.0Exceptional
(20 Reviews)
1 Bedroom
1 Bath
3 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $167/Night
7 Nights - US $1,169
House
- Willington
- ·
- Stafford
- 7.12 mi to center
10.0Exceptional
(15 Reviews)
2 Bedrooms
2 Baths
4 Guests
2000 ft²
- Parking
Spa- Ocean View
- Balcony/Terrace
US $493/Night
7 Nights - US $3,449
Luxury Places to Stay in Ashford
Over 148+ Luxury Places to Stay in or Near Ashford
House
- Willington
- ·
- Coventry Lake
- 0.95 mi to center
10.0Exceptional
(13 Reviews)
5 Bedrooms
5 Baths
15 Guests
5746 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $2,343/Night
7 Nights - US $16,403
House
- Willington
- ·
- Coventry Lake
- 0.44 mi to center
10.0Exceptional
(40 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,991/Night
7 Nights - US $13,936
House
- Sturbridge
- ·
- Southbridge
- 2.61 mi to center
9.8Exceptional
(59 Reviews)
6 Bedrooms
4 Baths
25 Guests
5500 ft²
Private Pool- Oceanfront
Hot Tub
Breakfast
US $1,926/Night
7 Nights - US $13,479
House
- Connecticut
- ·
- Woodstock
- 0.45 mi to center
10.0Exceptional
(18 Reviews)
5 Bedrooms
3 Baths
10 Guests
3600 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $1,391/Night
7 Nights - US $9,738
House
- Connecticut
- ·
- Rogers
- 2.63 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
6 Guests
- Air Conditioner
- Internet
- Child Friendly
Laundry
US $1,286/Night
7 Nights - US $9,004
House
5 Bedrooms
2 Baths
10 Guests
4822.23 ft²
- View
- Internet
- Sports/Activities
Security/Safety
US $1,231/Night
7 Nights - US $8,616
House
- Connecticut
- ·
- Woodstock
- 2.27 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
2 Baths
10 Guests
- Child Friendly
- Security/Safety
US $930/Night
7 Nights - US $6,512
House
5 Bedrooms
5 Baths
10 Guests
4822 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $845/Night
7 Nights - US $5,914
House
- Woodstock
- ·
- South Woodstock
- 0.95 mi to center
10.0Exceptional
(28 Reviews)
3 Bedrooms
3 Baths
6 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $789/Night
7 Nights - US $5,521
Top-Rated Vacation Rentals with a Pool in Ashford
Over 11+ Top-Rated Vacation Rentals with a Pool in or Near Ashford
New
RV Rental
- Willington
- ·
- Stafford
- 1.95 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
6 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $133/Night
7 Nights - US $929
Hotel
- Willington
- ·
- Mansfield Center
- 2.01 mi to center
8.0Excellent
(1022 Reviews)
1 Bath
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $166/Night
7 Nights - US $1,163
Hotel
- Connecticut
- ·
- Willington
- 2.75 mi to center
4.2Average
(1008 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $86/Night
7 Nights - US $604
RV Rental
- Willington
- ·
- Stafford
- 1.86 mi to center
3 Bedrooms
2 Baths
10 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
US $411/Night
7 Nights - US $2,877
New
Cabin
- Willington
- ·
- Stafford
- 1.04 mi to center
1 Bedroom
1 Bath
4 Guests
- Breakfast
- Pool
- Balcony/Terrace
- Air Conditioner
US $241/Night
7 Nights - US $1,685
US $173/Night
7 Nights - US $1,211
Cabin
- Willington
- ·
- Ashford
- 0.49 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
1 Bath
8 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $352/Night
7 Nights - US $2,461
Cabin
- Willington
- ·
- Ashford
- 0.49 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
2 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $209/Night
7 Nights - US $1,463
House
9.8Exceptional
(8 Reviews)
6 Bedrooms
3 Baths
18 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $1,009/Night
7 Nights - US $7,065
Pet-Friendly Vacation Rentals in Ashford
Over 44+ Pet-Friendly Vacation Rentals in or Near Ashford
House
- Connecticut
- ·
- Woodstock
- 2.10 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $330/Night
7 Nights - US $2,307
Bed & Breakfast
- Connecticut
- ·
- Pomfret
- 3.37 mi to center
9.6Exceptional
(46 Reviews)
1 Bedroom
1 Bath
4 Guests
645.83 ft²
- Breakfast
EV Charge Station- Parking
- Balcony/Terrace
US $225/Night
7 Nights - US $1,575
Cottage
- Willington
- ·
- Hampton Hill Historic District
- 0.41 mi to center
1 Bedroom
1 Bath
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $426/Night
7 Nights - US $2,985
House
- Willington
- ·
- Hampton
- 1.50 mi to center
9.8Exceptional
(6 Reviews)
2 Bedrooms
1 Bath
7 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $305/Night
7 Nights - US $2,133
House
- Willington
- ·
- Hampton Hill Historic District
- 0.41 mi to center
9.5Exceptional
(4 Reviews)
3 Bedrooms
2 Baths
8 Guests
1506.95 ft²
- Parking
- Spa
Skiing- View
US $257/Night
7 Nights - US $1,801
House
- Willington
- ·
- Ashford
- 3.38 mi to center
9.6Exceptional
(36 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $182/Night
7 Nights - US $1,277
Cottage
- Willington
- ·
- Coventry Lake
- 0.71 mi to center
9.4Exceptional
(29 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $213/Night
7 Nights - US $1,488
Cabin
- Willington
- ·
- Coventry Lake
- 0.96 mi to center
8.8Fabulous
(54 Reviews)
2 Bedrooms
1 Bath
6 Guests
764 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $266/Night
7 Nights - US $1,863
House
- Willington
- ·
- Storrs
- 0.68 mi to center
10.0Exceptional
(14 Reviews)
3 Bedrooms
1 Bath
6 Guests
2000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $302/Night
7 Nights - US $2,114
Large Vacation Homes & Villas in Ashford
Over 9+ Large Vacation Homes & Villas in or Near Ashford
House
- Woodstock
- ·
- South Woodstock
- 0.77 mi to center
10.0Exceptional
(4 Reviews)
6 Bedrooms
6 Baths
12 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $763/Night
7 Nights - US $5,340
Bed & Breakfast
- Willington
- ·
- Stafford
- 1.04 mi to center
9.5Exceptional
(70 Reviews)
3 Bedrooms
3 Baths
12 Guests
340.86 ft²
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $216/Night
7 Nights - US $1,512
House
- Willington
- ·
- Hampton
- 2.02 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
14 Guests
4000 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $495/Night
7 Nights - US $3,465
House
- Connecticut
- ·
- Pomfret
- 1.05 mi to center
7 Bedrooms
7 Baths
14 Guests
5500.36 ft²
- Parking
- Internet
- Child Friendly
Wheelchair Accessible
US $584/Night
7 Nights - US $4,088
New
House
- Willington
- ·
- Mansfield Center
- 1.43 mi to center
10.0Exceptional
(9 Reviews)
5 Bedrooms
3 Baths
7 Guests
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
US $630/Night
7 Nights - US $4,411
House
- Connecticut
- ·
- Pomfret
- 1.03 mi to center
6.8Good
(11 Reviews)
7 Bedrooms
7 Baths
14 Guests
5294 ft²
- Hot Tub
- Parking
- Skiing
- Balcony/Terrace
US $666/Night
7 Nights - US $4,662
House
- Connecticut
- ·
- Pomfret
- 1.05 mi to center
3.3Average
(3 Reviews)
7 Bedrooms
7 Baths
14 Guests
5500 ft²
- Kitchen
- Air Conditioner
- Internet
Bedding/Linens
US $683/Night
7 Nights - US $4,781
House
- Sturbridge
- ·
- Southbridge
- 2.16 mi to center
6 Bedrooms
4 Baths
18 Guests
5200 ft²
- Private Pool
- Pool
- Air Conditioner
- Internet
US $1,272/Night
7 Nights - US $8,904
House
3 Bedrooms
4 Baths
10 Guests
- Air Conditioner
- Pet Friendly
- Child Friendly
- Laundry
US $429/Night
7 Nights - US $3,003
Wheelchair Accessible Vacation Homes in Ashford
Over 5+ Wheelchair Accessible Vacation Homes in or Near Ashford
House
- Connecticut
- ·
- Woodstock
- 3.64 mi to center
1.0Average
(1 Review)
4 Bedrooms
4 Baths
8 Guests
2949.31 ft²
- Parking
- Internet
- Child Friendly
- Wheelchair Accessible
US $271/Night
7 Nights - US $1,897
Hotel
- Willington
- ·
- Storrs
- 0.21 mi to center
9.6Exceptional
(1006 Reviews)
1 Bath
- Breakfast
- Parking
- Kitchen
- Air Conditioner
US $255/Night
7 Nights - US $1,787
Hotel
- Willington
- ·
- Storrs
- 0.19 mi to center
9.0Exceptional
(306 Reviews)
1 Bath
467.46 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $243/Night
7 Nights - US $1,702
Hotel
- Massachusetts
- ·
- Sturbridge
- 4.28 mi to center
5.6Average
(163 Reviews)
1 Bath
- Breakfast
- Parking
- Air Conditioner
- Internet
US $137/Night
7 Nights - US $958
Hotel
- Connecticut
- ·
- Willington
- 2.75 mi to center
3.6Average
(87 Reviews)
1 Bath
1422.18 ft²
- Parking
- Air Conditioner
- Internet
- Pet Friendly
US $67/Night
7 Nights - US $470
Ashford Resorts and Airbnb Homes Under $200
Over 27+ Ashford Resorts and Airbnb Homes Under $200
Apartment
- Willington
- ·
- Coventry Lake
- 0.71 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Air Conditioner
- Internet
- Laundry
- Bedding/Linens
US $142/Night
7 Nights - US $994
Apartment
8.6Fabulous
(5 Reviews)
1 Bedroom
1 Bath
2 Guests
3229.17 ft²
- Parking
- Air Conditioner
- Internet
- Security/Safety
US $114/Night
7 Nights - US $796
Hotel
- Willington
- ·
- Chaplin
- 2.62 mi to center
8.6Fabulous
(87 Reviews)
1 Bath
- Parking
- Kitchen
- Air Conditioner
- Internet
US $103/Night
7 Nights - US $720
House
- Willington
- ·
- Storrs
- 1.25 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
3 Guests
- Air Conditioner
- Internet
- Laundry
- Bedding/Linens
US $84/Night
7 Nights - US $588
New
Apartment
- Connecticut
- ·
- South Willington
- 1.79 mi to center
1 Bedroom
1 Bath
4 Guests
850.35 ft²
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $139/Night
7 Nights - US $972
Cabin
- Connecticut
- ·
- Woodstock
- 2.38 mi to center
9.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $148/Night
7 Nights - US $1,038
Apartment
- Massachusetts
- ·
- Holland
- 0.37 mi to center
10.0Exceptional
(5 Reviews)
1 Bedroom
1 Bath
3 Guests
800 ft²
- Internet
- Pet Friendly
- Child Friendly
- Laundry
US $179/Night
7 Nights - US $1,254
Apartment
- Massachusetts
- ·
- Sturbridge
- 4.34 mi to center
7.0Very Good
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
- Air Conditioner
- Internet
- Child Friendly
- Bedding/Linens
US $128/Night
7 Nights - US $899
Apartment
- Massachusetts
- ·
- Sturbridge
- 4.22 mi to center
2.0Average
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Air Conditioner
- Internet
- Child Friendly
- Bedding/Linens
US $125/Night
7 Nights - US $872
Instantly Bookable Vacation Homes in Ashford
Over 57+ Instantly Bookable Vacation Homes in or Near Ashford
House
- Willington
- ·
- Coventry Lake
- 0.31 mi to center
9.8Exceptional
(23 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $261/Night
7 Nights - US $1,829
Apartment
- Connecticut
- ·
- Mansfield Depot
- 1.61 mi to center
9.8Exceptional
(18 Reviews)
1 Bedroom
2 Baths
4 Guests
900 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $308/Night
7 Nights - US $2,155
Cottage
- Willington
- ·
- Stafford
- 1.16 mi to center
9.6Exceptional
(49 Reviews)
2 Bedrooms
2 Baths
6 Guests
1100 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $328/Night
7 Nights - US $2,298
Apartment
- Connecticut
- ·
- Willington
- 1.90 mi to center
9.6Exceptional
(18 Reviews)
2 Bedrooms
1 Bath
6 Guests
600 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $204/Night
7 Nights - US $1,428
Cabin
- Connecticut
- ·
- Willington
- 1.90 mi to center
9.4Exceptional
(37 Reviews)
1 Bedroom
1 Bath
4 Guests
250 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $296/Night
7 Nights - US $2,073
Apartment
- Willington
- ·
- South Coventry
- 0.19 mi to center
9.0Exceptional
(11 Reviews)
2 Bedrooms
1 Bath
6 Guests
700 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $327/Night
7 Nights - US $2,291
Cottage
- Connecticut
- ·
- Pomfret
- 2.43 mi to center
9.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
4 Guests
698 ft²
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $314/Night
7 Nights - US $2,196
House
- Willington
- ·
- Coventry Lake
- 0.36 mi to center
2 Bedrooms
1 Bath
6 Guests
- Air Conditioner
- Internet
- Laundry
- Bedding/Linens
US $332/Night
7 Nights - US $2,327
Cottage
- Willington
- ·
- Coventry Lake
- 0.41 mi to center
10.0Exceptional
(21 Reviews)
3 Bedrooms
1 Bath
6 Guests
1200 ft²
- Parking
- View
- Kitchen
- Air Conditioner
US $508/Night
7 Nights - US $3,558
Book a Last Minute Place to Stay in Ashford
About Ashford Vacation Rentals
Explore over 157 vacation rentals in Ashford with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Ashford for more space and value.
In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Ashford. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Ashford tailored to your preferences. On average, these rentals offer 829.04 ft² of space, and are priced at an average of US $407 per night.
SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Ashford at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.
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Top Types of Ski Accommodations in Ashford
| Type | Count |
|---|---|
| Vacation Homes | 86 |
| Holiday Apartments | 23 |
| Cottages | 20 |
| Cabin Rentals | 11 |
| B&B | 2 |
| Others | 2 |
| Unique Vacation Rentals | 2 |
| Ski Chalet Rentals | 1 |
Use these Quick Filters to Find a Vacation Rental in Ashford
★ Pro Tip: Discover Your Ideal Vacation Rental in Ashford with SunSki Resorts™. Compare a diverse array of properties, including RBO homes, vacation rentals, cottages, cabins, and more. Utilize our advanced filters to search by location, amenities, and price. Book with confidence and enjoy savings of up to 40-60% compared to a hotel stay. Create unforgettable memories with SunSki Resorts™.
Weather in Ashford, CT
View the weather forecast for Ashford before booking your Ashford Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Ashford, CT
Sunski offers a large selection of top attractions around Ashford . Research things to do on your vacation before you visit Ashford.
Frequently Asked Questions About Ashford?
What are the top vacation rentals in Ashford?
When organizing your trip to Ashford, don't miss the chance to explore the top-rated vacation rentals in the vicinity. With a plethora of options available, you're bound to discover the ideal accommodation for your stay in Ashford. Peruse our collection of highly-rated properties and secure your reservation today.
- The Bungalow at Eagleville Lake Under 3 miles to UCONN!
- Magical Waterfront Cottage! Pet friendly!
- The Maybrook: Lake & Sauna
- Updated Lakefront House *outdoor tv and water toys- 10 min from UConn
- Lakefront Connecticut Retreat Near UConn
- Lake Getaway at Coventry Lake! close to Uconn
- Stunning Lakefront Escape! Book Your Dream Getaway!
- Lakefront Retreat w Private Beach, Dock & Kayaks
- Beautiful lake front home. Amazing view!
- Lakefront Cottage w/Covered Porch & Dock!
Which vacation homes or resorts in Ashford are best for families?
Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in Ashford. Enjoy great views, locations and save money with SunSki Resorts.™
- Peaceful "Country Lake Oasis" with private beach directly on site!
- Lakeside Haven, Tranquil Waters
- Ashford Motel
How many SunSkiResorts vacation rentals or resorts are available in Ashford?
Discover the ideal vacation rental in Ashford with SunSki Resorts™. We provide an extensive selection of over 157 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Ashford.
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