Stamford vacation rentals

We found 118 vacation rentals — enter your dates for availability

Discover a selection of 9 homes and other vacation rentals in Stamford that are perfect for your trip. Whether you’re staying in a vacation home with your kids and pets or just with friends, you'll find the best amenities for hanging out with the people that matter most, which might include a garden and pool. Whatever you're looking for, you'll be able to choose a rental for everyone's needs, including a place that's non-smoking or offers accessibility.

Vacation rentals with weekly discounts - Stamford

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Find out more about Stamford

Find out more about Stamford

Why visit Stamford

  1. Outdoor Adventures: Enjoy skiing, hiking, and exploring the picturesque landscapes in and around Stamford.
  2. Cultural Experiences: Discover the rich local culture, including modern civic buildings and community events.
  3. Charming Atmosphere: Experience the warm hospitality of friendly locals, enhancing your vacation vibe.
  4. Diverse Accommodations: Choose from a range of vacation rentals, including cozy cabins and spacious homes.
  5. Nearby Attractions: Explore family-friendly neighborhoods and trendy spots for a memorable stay.

Popular types of accommodation in Stamford

Stamford vacation rentals offer a variety of accommodations to suit your needs, including houses, cozy cabins, and modern apartments. Whether you’re looking for apartments for rent or spacious houses for rent, our selection provides transparency and savings for every traveler. Choose the perfect rental home that aligns with your plans and enjoy your stay in this vibrant city!

  • Houses: The top choice for travelers in Stamford, offering spacious and comfortable accommodations perfect for families or groups.
  • Cabins: A popular option for those seeking a rustic experience amidst nature, ideal for a cozy getaway.
  • Apartments: Convenient and versatile, apartments provide a great blend of comfort and accessibility for solo travelers or couples.
  • Cottages: Charming and quaint, cottages offer a delightful retreat for those looking to relax in a picturesque setting.
  • Chalets: A unique lodging option, chalets combine comfort with a mountain lodge feel, perfect for an adventurous stay.**

Top attractions in and around Stamford

Stamford, New York, is perfect for outdoor and adventure lovers, offering activities like skiing and exploring national parks. You can visit local attractions, modern civic buildings, and experience the rich culture the area has to offer. Don’t miss out on open houses and local guides to enhance your visit. Whether you're seeking adventure or a cultural experience, Stamford has something for everyone to enjoy during your vacation.

  1. Hobart Book Village: A charming destination with a collection of quaint bookstores. Enjoy the peaceful atmosphere, perfect for book lovers seeking a relaxing escape while browsing unique titles and participating in local literary events.
  2. Mine Kill State Park: A haven for outdoor enthusiasts, featuring stunning landscapes, hiking trails, and waterfalls. Experience adventure through activities like fishing, picnicking, and exploring the scenic beauty of this expansive park.
  3. Stamford Village Hall: A historic landmark showcasing the rich culture of Stamford. Explore its architecture and learn about the town's history, making it a fascinating stop for those interested in local heritage.

Things to do recommended for couples

For a romantic getaway in Stamford, explore the beautiful slopes of Plattekill Mountain for skiing, or head to Belleayre Mountain Ski Center for thrilling sports. Don't miss a visit to Windham Vineyards and Winery for a charming outdoor experience filled with love and entertainment.

Things to do recommended for families

Families visiting Stamford can have a blast at Bowl Winkles, an exciting arcadeAdventureZone just 15 miles away, perfect for adventure and family fun. For a relaxing day, head to West Davenport Park, located 18 miles away, offering a serene environment for wellness and relaxation.

What do I need to keep in mind when booking a vacation in Stamford

If you're traveling with a group, family, pets, or planning an extended stay, it's important to prioritize your preferences when searching. Here are some helpful Vrbo booking tips to guide you.

  • Traveling to Stamford with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and much more on Vrbo.
  • Traveling to Stamford with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, think about how close you are to attractions that are family-friendly.
  • Taking your pets with you to Stamford: For many families, a trip isn’t truly complete without their furry companion. If this resonates with you, take a look at Vrbo listings that welcome pets. Most pet-friendly properties offer feeding bowls and cozy beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Stamford: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Stamford

Stamford, New York, offers a delightful blend of outdoor adventures and charming vibes for every traveler. Explore the picturesque landscapes perfect for skiing and hiking, or enjoy the warm atmosphere of friendly locals. Nearby cities and neighborhoods provide a range of family-friendly and trendy options, ensuring a memorable stay. Whether you're seeking budget-friendly escapes or luxurious retreats, Stamford and its surroundings promise an unforgettable experience in the heart of Delaware County.

  • Hobart: Nestled about 4 miles from Stamford, Hobart is a charming city known for its adventurous spirit and stunning outdoor landscapes. Visitors flock to Hobart for thrilling experiences on the nearby ski slopes and the picturesque ski resorts that cater to both beginners and seasoned skiers. Beyond the winter sports, Hobart is surrounded by breathtaking mountains and serene lakes, making it a perfect spot for hiking, fishing, and picnicking in the local parks. The combination of adventure and natural beauty offers a refreshing getaway ideal for outdoor enthusiasts.
  • Harpersfield: Located roughly 4 miles from Stamford, Harpersfield is a scenic city that captivates travelers with its breathtaking views and outdoor activities. The area is a haven for those looking to experience nature, featuring sprawling parks and tranquil lakes that are perfect for leisurely strolls or family outings. Adventure seekers also enjoy the ski fields and resorts nearby, providing ample opportunities for winter sports. Whether you’re looking to soak in the scenery or engage in outdoor fun, Harpersfield provides an idyllic backdrop for a relaxing vacation.
  • Jefferson: Approximately 5 miles from Stamford, Jefferson is a delightful city that offers a rich blend of outdoor experiences and scenic beauty. Known for its adventure offerings, Jefferson features nearby ski resorts and ski fields that attract winter sports enthusiasts. The city is surrounded by lush parks and sparkling lakes, making it an excellent choice for nature lovers and those seeking recreational activities. Jefferson’s welcoming atmosphere and stunning landscapes ensure a memorable visit for travelers looking to explore the great outdoors.

Best time to go to Stamford

If you're planning a trip to Stamford, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April, July and September, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January20.1°F (-6.6°C)Light RainMostly CloudyAverageSlightly High
February22.1°F (-5.5°C)Light RainMostly CloudyAverageSlightly High
March29.7°F (-1.3°C)Light RainMostly CloudyAverageAverage
April41.5°F (5.3°C)Light RainMostly CloudySlightly HighSlightly Low
May54.0°F (12.2°C)Light RainMostly CloudyAverageSlightly Low
June61.2°F (16.2°C)Light RainMostly SunnyAverageAverage
July66.7°F (19.3°C)Light RainMostly SunnySlightly HighAverage
August64.6°F (18.1°C)Light RainMostly SunnyAverageAverage
September58.1°F (14.5°C)Light RainMostly SunnySlightly HighSlightly Low
October46.9°F (8.3°C)Light RainMostly CloudySlightly LowAverage
November34.7°F (1.5°C)Light RainMostly CloudySlightly LowAverage
December26.8°F (-2.9°C)Light RainMostly CloudySlightly LowSlightly High

Booking with Vrbo is a breeze

Are you seeking to save money on your next getaway? Being flexible with your travel dates can be beneficial, as prices often fluctuate. Additionally, booking an extended stay can lead to considerable savings. To discover a Vrbo property that suits your budget, feel free to use our filters to narrow down your options by price, location, and type of vacation rental.

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash™ on your entire reservation. It truly benefits you to take on the role of the planner! When you become a part of our travel rewards program, One Key, you'll gain access to exclusive discounts and earn OneKeyCash™ on eligible bookings. Sign up today and begin enjoying your savings!

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board provides a convenient platform for you to create new travel plans, manage your existing arrangements, or review your bookings. Your saved or booked properties are organized into categories such as Potential, Upcoming, or Current Trips for easy access. To explore your Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

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, recognized for its golfing, skiing and restaurants. Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Sightseeing in and around Stamford

Are you hoping to find top things to see and do in the city? Venture out of your vacation home and check out everything that Stamford has to offer. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • 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 appreciate the scenery, Stamford is a great spot to appreciate mother nature. These are some of the area's most stunning sights, all within 30 miles (48.2 km) of the city center:

  • 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 vacation rental?
When planning a vacation rental in Stamford, New York, one of the best areas to consider is the downtown region. This vibrant neighborhood offers a mix of urban convenience and charm, with a variety of restaurants, shops, and cultural attractions within walking distance. Staying here allows you easy access to the Stamford Museum & Nature Center, which features beautiful trails and engaging exhibits, as well as the lively Stamford Town Center for shopping and dining options.

Another excellent choice is the area near the Stamford waterfront. This picturesque location boasts stunning views of the harbor and is superb for those who enjoy outdoor activities. You can stroll along the scenic boardwalk or visit the nearby Cove Island Park, which is ideal for picnicking, hiking, and enjoying nature. The waterfront area typically has a good selection of vacation rentals, providing a peaceful atmosphere while remaining close to the excitement of downtown.

Both of these neighborhoods feature a variety of properties, offering something for every type of traveler, whether you prefer a cozy apartment or a larger home.
How much does it cost to rent a vacation home in Stamford?
Prices for vacation 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 vacation 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 areas for renting a beach house in Stamford?
For renting a beach house in Stamford, New York, travelers should focus on the coastal neighborhoods along Long Island Sound. The area around Cummings Park is particularly appealing, as it offers easy access to sandy beaches and scenic waterfront views. Vacation rentals here typically feature amenities such as spacious outdoor decks, barbecues, and fully equipped kitchens, making them great for families or groups looking to enjoy a relaxed beach atmosphere.

Further along the coast, the neighborhood near West Beach provides additional options for beach house rentals. Many of these properties boast direct beach access, private patios, and some even have outdoor showers to rinse off after a day in the sand. This area is also close to local parks and picnic spots, enhancing the outdoor experience.

In addition, the nearby Cove Island Park is a great spot for those seeking nature trails and birdwatching opportunities, with some rentals located within a short distance of this natural oasis. Properties in this vicinity often come with amenities like fire pits and cozy living areas, ideal for unwinding after a day of exploring the beach and surrounding parklands.
Where are the best Stamford ski resort rentals?
For skiing near Stamford, New York, the closest ski areas are located in the surrounding Catskills region, particularly in places like Windham and Hunter. Travelers should focus on accommodations in the quaint towns of Windham and Tannersville, which offer a variety of rental options from cozy cabins to spacious chalets. Many properties in these areas boast amenities such as wood-burning fireplaces, hot tubs, and fully equipped kitchens, superb for unwinding after a day on the slopes.

In Windham, visitors can find ski-in/ski-out lodgings that provide immediate access to the ski lifts, allowing for a convenient and exciting winter experience. These rentals often include amenities like ski storage and outdoor decks with stunning mountain views. Tannersville, known for its charming village atmosphere, also has a selection of rentals featuring rustic decor and modern conveniences, including Wi-Fi and entertainment systems.

Additionally, the surrounding area offers opportunities for snowshoeing and cross-country skiing, with nearby trails accessible from many of the rental properties. Both towns have local shops and restaurants, ensuring that travelers can enjoy warm meals and cozy atmospheres after a day of skiing.
What is the most popular type of vacation rental accomodation in Stamford?
In Stamford, vacation houses are among the most popular types of rentals, with several available throughout the area. These houses typically feature spacious layouts, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups. Many also come with outdoor spaces such as decks or patios, great for enjoying the fresh air while taking in the scenic views of the surrounding countryside.

Cabins, chalets, and cottages are also popular options, with several options found in more secluded areas. These types of accommodations often emphasize a rustic charm, providing cozy interiors and unique features like wood-burning stoves or fireplaces, which enhance the homey atmosphere.
Are there any family house rentals in Stamford?
In Stamford, New York, there are numerous family-friendly vacation rentals available, with around 11 options to choose from. This charming area is surrounded by natural beauty and outdoor activities, making it an excellent choice for families. Many of these homes offer spacious living areas, full kitchens for preparing meals together, and outdoor spaces where children can play and explore.

Visitors will appreciate amenities such as Wi-Fi, air conditioning, and sometimes even game rooms or entertainment areas, ensuring a comfortable and enjoyable stay. The nearby Catskill Mountains provide ample opportunities for hiking, fishing, and winter sports, while the local community offers quaint shops and restaurants for family outings.
Can I rent a vacation home with a pool or hot tub in Stamford?
In Stamford, New York, there are several vacation homes available for rent that feature pools and hot tubs, making it an appealing destination for travelers seeking relaxation. The area offers a mix of charming properties, ranging from cozy cabins to larger family homes, often equipped with amenities such as private pools, hot tubs, and spacious outdoor areas for entertaining. Many rentals also include fully equipped kitchens, allowing guests to enjoy home-cooked meals, as well as comfortable living spaces for unwinding after a day of exploring the picturesque surroundings.
Can I find long-stay vacation rentals in Stamford?
A long-stay vacation rental in Stamford is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Stamford?
In Stamford, travelers can find several pet-friendly house rentals that cater to those looking to bring their furry companions along for the trip. Many of these vacation rentals are equipped with amenities such as spacious backyards, fully equipped kitchens, and comfortable living areas, making them ideal for families or groups.

The area offers a blend of outdoor activities and scenic views, allowing pets to enjoy nature alongside their owners. Nearby parks and trails provide ample opportunities for walks and exploration, ensuring that both pets and their owners can enjoy the fresh air and beautiful surroundings.
Are there any remote work vacation rentals in Stamford?
In Stamford, New York, there are several vacation rentals well-suited for remote work. Travelers can expect properties that include essential amenities like high-speed Wi-Fi, dedicated workspaces with desks and comfortable chairs, and some may even offer additional equipment such as computer monitors. The area is known for its tranquil surroundings, making it an ideal setting for productivity away from the hustle and bustle. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Stamford vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Stamford with parking available—perfect for families or travelers 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 vacation rental amenities often include WiFi, full kitchens, and coffee or tea makers, suiting travelers who appreciate convenience and connectivity during their stay. Many rentals also feature blenders, allowing guests to prepare their favorite smoothies or drinks. Additionally, properties frequently boast stunning mountain views, providing a picturesque backdrop for relaxation.
How early should I book a Stamford vacation rental?
Book your Stamford vacation 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 vacation 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 enjoy a variety of attractions that showcase the city's charm and natural beauty. The downtown area features the Stamford Town Center, a lively shopping destination with numerous dining options and entertainment venues. Nearby, the Stamford Museum & Nature Center offers a combination of art, history, and outdoor activities, making it a great spot for families.

For those interested in outdoor experiences, Cove Island Park provides scenic waterfront views, walking trails, and picnic areas, great for a leisurely day out. The historic South End neighborhood boasts a vibrant arts scene and is home to the Palace Theatre, which hosts various performances and events throughout the year.
Can I change or cancel my Stamford home rental booking on Vrbo?
To find Stamford vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy 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 vacation 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.