Stamford holiday lettings

We found 118 holiday rentals — enter your dates for availability

Discover a selection of 9 homes and other holiday rentals in Stamford that are perfect for your trip. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll have the best amenities for spending time at your home away from home, which might include parking and a hot tub. No matter what you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Stamford

Showing deals for:14 Nov - 21 Nov

Image gallery for Don’t miss Cooperstown baseball hall of fame weekend! LOG CABIN still available!

Mountain Top Hideaway
10 out of 10 rating
Exceptional
(12 reviews)

Don’t miss Cooperstown baseball hall of fame weekend! LOG CABIN still available!

North Blenheim, NY

15% off
Price is £2,263
£323 per night
includes taxes & fees
Don’t miss Cooperstown baseball hall of fame weekend! LOG CABIN still available!

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Find out more about Stamford

Find out more about Stamford

Head to the charming city of Stamford

The mountains and other outdoor surroundings create an inviting atmosphere in Stamford. This city is romantic and welcoming, recognised for its golfing, skiing and restaurants. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Sightseeing in and around Stamford

Are you searching for things to do while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Stamford a one-of-a-kind holiday spot. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Hobart Book Village (4 mi / 6.5 km)
  • Plattekill Mountain (8.5 mi / 13.6 km)
  • Windham Vineyards and Winery (16.5 mi / 26.6 km)
  • Belleayre Mountain Ski Center (19.3 mi / 31 km)
  • Windham Mountain Resort (20 mi / 32.2 km)
  • Stamford Golf Club (1.6 mi / 2.6 km)

Exploring the natural landscape of Stamford

Whether you're an outdoor enthusiast or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Stamford. Here are some of the area’s most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • East Branch Delaware River (18 mi / 29 km)
  • Canada Falls (18.3 mi / 29.4 km)
  • Vroman's Nose Trailhead (18.4 mi / 29.6 km)
  • Relay State Forest (5.8 mi / 9.3 km)
  • Ashland Park (15.8 mi / 25.5 km)
  • Veterans Memorial Park (0.1 mi / 0.2 km)

Frequently asked questions

What is the best area to stay in Stamford when booking a holiday rental?
When considering a holiday rental in Stamford, New York, a popular area to stay is the charming downtown district. This vibrant neighbourhood boasts a delightful mix of shops, restaurants, and cultural attractions, making it an ideal base for exploring the area. You'll find a variety of properties available, from quaint apartments to more spacious rooms, giving you a range of options to suit your needs.

Staying in downtown Stamford places you within walking distance of the Stamford Town Centre, a popular shopping destination featuring a variety of retail stores and eateries. Additionally, the nearby Stamford Museum & Nature Centre offers a wonderful opportunity to connect with nature and enjoy art exhibits, making it a fantastic spot for families and nature enthusiasts alike.

Another excellent area to consider is the waterfront district, where you can enjoy stunning views of Long Island Sound. This area is home to several parks and recreational spaces, great for leisurely strolls or picnics by the water. Moreover, the nightlife here is lively, with numerous bars and restaurants providing a vibrant atmosphere in the evenings. The waterfront district tends to have a selection of modern properties that cater to those looking for a more contemporary stay.
How much does it cost to rent a holiday home in Stamford?
Prices for holiday rentals in Stamford vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Stamford to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Stamford holiday house rentals?
You can find great discounts on house rentals in Stamford on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best Stamford ski resort rentals?
For ski resort rentals near Stamford, New York, travellers should consider the nearby areas of Hunter Mountain and Windham, both of which are popular destinations for winter sports enthusiasts. Hunter Mountain, located approximately 30 minutes from Stamford, offers a variety of rental options, including cosy cabins and modern condominiums that cater to different group sizes. Many properties in this region are equipped with amenities such as fireplaces, kitchens, and some even feature hot tubs, providing a superb setting to relax after a day on the slopes.

In Windham, just a short drive from Stamford, visitors can find charming lodges and holiday homes that provide easy access to the ski lifts. These rentals often come with spacious living areas, outdoor decks with mountain views, and access to communal facilities like heated pools or game rooms. Additionally, both Hunter and Windham boast local dining options and après-ski activities, ensuring that guests have a well-rounded experience.
What is the most popular type of holiday rental accomodation in Stamford?
In Stamford, holiday houses, cabins, and cottages are the most popular types of rental accommodations, with several options available for travellers. These properties are often situated in serene surroundings, making them superb for those looking to escape the hustle and bustle. Holiday houses typically feature spacious layouts with multiple bedrooms, fully equipped kitchens, and outdoor areas for relaxation, while cabins and cottages offer a more rustic charm, often including wood-burning stoves and beautiful views of the nearby landscape.
Are there any family house rentals in Stamford?
In Stamford, New York, there are several family-friendly house rentals available, with around 11 options scattered throughout the area. This charming locale, located in the Catskill Mountains, is an excellent choice for families seeking a blend of outdoor adventure and relaxation. Many of these properties boast spacious living areas, fully equipped kitchens for preparing meals together, and outdoor spaces where children can play safely.
Can I rent a holiday home with a pool or hot tub in Stamford?
In Stamford, New York, there are several holiday homes available for rent that feature pools or hot tubs. This picturesque area offers a blend of natural beauty and outdoor activities, making it an excellent choice for travellers seeking relaxation and recreation. Many of these properties come equipped with private pools, hot tubs, and spacious outdoor patios, ideal for enjoying warm summer evenings. Additionally, you can expect amenities like fully equipped kitchens, comfortable living spaces, and sometimes even access to scenic views or nearby hiking trails.
Can I find long-stay holiday rentals in Stamford?
A long-stay holiday rental in Stamford is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Stamford?
In Stamford, New York, there are several pet-friendly house rentals available for those travelling with furry companions. Many of these holiday homes offer a range of amenities such as fully equipped kitchens, spacious living areas, and private outdoor spaces where pets can enjoy the fresh air.
Are there any remote work holiday rentals in Stamford?
In Stamford, New York, there are several remote work holiday rentals available, with around 10 options to choose from. These properties are well-equipped for those looking to combine work with leisure, featuring essential amenities such as desks, comfortable desk chairs, and reliable Wi-Fi, ensuring a productive environment. Many rentals also offer additional conveniences like computer monitors, allowing for a seamless transition between work and relaxation. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Stamford holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Stamford with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Stamford?
In Stamford, popular holiday rental amenities include kitchens equipped with cookware, dishware, and utensils, allowing guests to prepare their own meals. Many properties also feature coffee makers for that essential morning brew. Additionally, some rentals offer stunning mountain views, creating a picturesque backdrop for relaxation.
How early should I book a Stamford holiday rental?
Book your Stamford holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Stamford?
In Stamford, visitors can explore a variety of attractions that showcase the area's charm and culture. The Stamford Museum & Nature Centre offers a blend of art, history, and outdoor activities, great for families and nature lovers alike. Nearby, the historic downtown area features a vibrant arts scene with theatres such as the Palace Theatre, which hosts performances and events throughout the year.

For those interested in shopping and dining, the Stamford Town Centre is a popular destination, boasting a range of shops and restaurants. The waterfront area, especially around the Stamford Harbor, provides beautiful views and a lovely setting for walks along the coast.
Can I change or cancel my Stamford home rental booking on Vrbo?
To find Stamford holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Stamford holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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