Stamford Cottage Rentals & Holiday Homes
Find the best cottages in Stamford - We found 70 exact matches
About Stamford Luxury Rental on Sailings Canada
Searching for cottages to rent near Stamford? Sailings Canada features more than 70 cottages that are perfect for your next trip. Discover luxury cottage rentals that are a few miles away from the lake or beach. These cottage rentals in Stamford have hot baths, are kid-friendly & family-friendly, and are near top local attraction spots, to give guests the best travel experience they could ever wish for. Sailings Canada’s cottage listings come in all shapes and sizes for large groups, friends, or couples in Stamford.
Are you planning to travel to the lakeside, beach, or mountain area? Sailings Canada’s cottage rentals offers a wide selection, giving you direct access to the owners of these cottage rentals, and offering you the best opportunity to find a good price.
Sailings Canada boasts of 70 holiday cottages and places to stay in Stamford. The site provides unique Airbnb, VRBO, Sailings Canada-style cottages to fit your trip or get away with your friends and family. This can be a weekend getaway, spring break, summer vacation, or annual holiday -- all fitting within your budget.
Frequently Asked Questions About Stamford Cottage Rentals
What are the top rated Cottage Rentals in Stamford?
There are a lot of options in Stamford. If you plan on staying in the Stamford area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Stamford:
- Beauty in the Berkshires - Just up the hill from Mass MoCA and Downtown
- A First floor 2-bedroom apartment in North Adams. Plenty of off-street parking.
- Charming 3-bedroom Vermont house with outdoor Sauna and Mountain Views
- Stunning Estate w/Hot tub New Pool Huge porch!
- The Porches Inn at Mass MoCA
- Blue Vista Motor Lodge
- The Porches Inn at Mass MoCA
- Hotel Downstreet, an Ascend Collection Hotel
- Hotel Downstreet, an Ascend Collection Hotel
- Charming Victorian walking distance to Mass MoCa
How much does it cost to rent a cottage in Stamford?
The average cost for a cottage rental in Stamford is $315 per night. Sailings has a wide list of great cottages near Stamford that would suit your needs. There are single and multiple rooms for solo trips or family vacations.
Are there any cottages in Stamford that allow pets?
Yes, here are the top cottage rentals in Stamford that allow you to bring your pet:
- Berkshire's Best~On the Water~Mt. Views, Museums, Paddling, Hiking, Relaxing
- Florida Mountain Log Cabin
- Blue Vista Motor Lodge
- Cozy Condo Near MASS MoCA
See all pet-friendly vacation rentals in Stamford on Sailings
Do you have any rental cottages in Stamford that are suitable for families?
Most of our listed cottages are suitable for families. Check out the complete list of cottages in Stamford to find one that works for you.
Are there quality cottages in Stamford that have indoor swimming pools?
As of 2026, the data from Sailings shows that there are Over 70 private swimming pools or cottages with indoor pools in the Stamford area along with other great amenities.
