Ashford Vacation Rentals

Compare Vacation Rentals & Rent By Owner Homes in Ashford, Connecticut, USA

From US $173 per night
10.0 (91 Reviews)
2 Bedrooms 4 Guests
|
10.0 (1 Review)
3 Bedrooms 6 Guests
10.0 (59 Reviews)
2 Bedrooms 6 Guests
10.0 (1 Review)
1 Bedroom 4 Guests
From US $262 per night
|
8.8 (106 Reviews)
1 Bedroom 2 Guests
10.0 (36 Reviews)
2 Bedrooms 8 Guests
9.7 (4 Reviews)
1 Bedroom 2 Guests
From US $182 per night
|
9.4 (990 Reviews)
1 Bedroom 2 Guests
10.0 (21 Reviews)
2 Bedrooms 4 Guests
From US $205 per night
9.5 (70 Reviews)
3 Bedrooms 12 Guests
10.0 (20 Reviews)
2 Bedrooms 4 Guests
From US $162 per night
9.2 (4 Reviews)
2 Bedrooms 5 Guests
10.0 (14 Reviews)
1 Bedroom 4 Guests
From US $225 per night
9.0 (54 Reviews)
1 Bedroom 4 Guests
10.0 (14 Reviews)
2 Bedrooms 5 Guests
From US $326 per night
New
1 Bedroom 2 Guests
From US $375 per night
10.0 (2 Reviews)
3 Bedrooms 16 Guests
From US $400 per night
|
9.4 (402 Reviews)
98 Bedrooms 22 Guests
From US $55 per night
6.9 (374 Reviews)
11 Bedrooms 14 Guests
10.0 (1 Review)
2 Bedrooms 2 Guests
From US $105 per night
3.6 (5 Reviews)
12 Bedrooms 13 Guests
3.0 (117 Reviews)
47 Bedrooms 26 Guests
9.8 (26 Reviews)
1 Bedroom 4 Guests
From US $229 per night
9.8 (16 Reviews)
2 Bedrooms 6 Guests
1.0 (1 Review)
4 Bedrooms 8 Guests
9.8 (14 Reviews)
2 Bedrooms 5 Guests
9.8 (8 Reviews)
2 Bedrooms 6 Guests
9.6 (9 Reviews)
1 Bedroom 4 Guests
9.0 (42 Reviews)
2 Bedrooms 6 Guests
9.0 (6 Reviews)
1 Bedroom 2 Guests
From US $180 per night
|
8.0 (1003 Reviews)
1 Bedroom 2 Guests
10.0 (88 Reviews)
3 Bedrooms 8 Guests
From US $71 per night
6.4 (314 Reviews)
1 Bedroom 2 Guests
10.0 (83 Reviews)
2 Bedrooms 6 Guests
4.2 (897 Reviews)
1 Bedroom 2 Guests
From US $255 per night
10.0 (20 Reviews)
2 Bedrooms 4 Guests
10.0 (44 Reviews)
3 Bedrooms 6 Guests
10.0 (10 Reviews)
3 Bedrooms 7 Guests
9.8 (56 Reviews)
6 Bedrooms 25 Guests
9.6 (74 Reviews)
3 Bedrooms 8 Guests
9.2 (5 Reviews)
3 Bedrooms 9 Guests
New
3 Bedrooms 6 Guests
New Riverfront Retreat on Private, Wooded 2-Acre Estate
New Spacious, unique barn with beautiful views.
New
2 Bedrooms 7 Guests
7.6 (5 Reviews)
4 Bedrooms 8 Guests
6.0 (2 Reviews)
2 Bedrooms 3 Guests
10.0 (1 Review)
1 Bedroom 2 Guests
From US $429 per night
New
1 Bedroom 2 Guests

About Ashford Vacation Rentals

With more than 118 Ashford vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in Ashford.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Ashford, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Ashford. Places to stay near Ashford are 990.76 ft² on average, with prices averaging US $380 a night.

RentByOwner makes it easy and safe to find and compare vacation rentals in Ashford with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Other Places to Stay in Ashford, CT


Ashford Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Ashford?

How many Rentbyowner vacation rentals are available in Ashford?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 118 in the Ashford area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Ashford.