Best Vacation Homes in Stamford
Cabin
9.4(12 Reviews)
2 Bedrooms
1 Bath
4 Guests
500 ft²
Hot Tub
Fireplace/Heating
Balcony/Terrace
Pet Friendly
US $510/Night
7 Nights - US $3,571
House
10.0(1 Review)
3 Bedrooms
2 Baths
6 Guests
2497.23 ft²
- Pet Friendly
Parking
Internet
Child Friendly
US $218/Night
7 Nights - US $1,526
Bed & Breakfast
9.2(78 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Balcony/Terrace
Breakfast
Kitchen
US $217/Night
7 Nights - US $1,516
Cottage
10.0(112 Reviews)
2 Bedrooms
1 Bath
4 Guests
1150 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $308/Night
7 Nights - US $2,156
Villa
10.0(1 Review)
6 Bedrooms
3 Baths
14 Guests
3003.13 ft²
- Balcony/Terrace
View- Pet Friendly
- Parking
US $340/Night
7 Nights - US $2,380
Apartment
10.0(12 Reviews)
1 Bedroom
1 Bath
2 Guests
700 ft²
- Fireplace/Heating
Pool- Balcony/Terrace
- Kitchen
US $144/Night
7 Nights - US $1,009
House
1 Bedroom
2 Baths
4 Guests
- Fireplace/Heating
- Kitchen
- Parking
Air Conditioner
US $378/Night
7 Nights - US $2,649
New
Cabin
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $221/Night
7 Nights - US $1,548
Stamford Luxury Rentals
House
6 Bedrooms
5 Baths
15 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $924/Night
7 Nights - US $6,470
House
6 Bedrooms
5 Baths
15 Guests
5500.36 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Parking
US $769/Night
7 Nights - US $5,384
Ski Chalet
1 Bedroom
3 Baths
10 Guests
1076.39 ft²
- Balcony/Terrace
- Parking
- Internet
- Child Friendly
US $585/Night
7 Nights - US $4,095
House
9.0(1 Review)
2 Bedrooms
1 Bath
4 Guests
505.9 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- View
US $583/Night
7 Nights - US $4,083
House
7.0(1 Review)
5 Bedrooms
3 Baths
12 Guests
3003.13 ft²
- Balcony/Terrace
- View
- Pet Friendly
- Parking
US $497/Night
7 Nights - US $3,479
House
10.0(8 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $482/Night
7 Nights - US $3,376
Cabin
10.0(19 Reviews)
3 Bedrooms
1 Bath
7 Guests
1400 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $433/Night
7 Nights - US $3,034
House
8.0(1 Review)
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $411/Night
7 Nights - US $2,877
Stamford Pet Friendly Vacation Rentals
House
10.0(3 Reviews)
3 Bedrooms
2 Baths
6 Guests
1620 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $363/Night
7 Nights - US $2,541
Hotel
7.6(69 Reviews)
8 Baths
215.28 ft²
Skiing- Fireplace/Heating
- Balcony/Terrace
- View
US $159/Night
7 Nights - US $1,113
Ski Chalet
10.0(8 Reviews)
3 Bedrooms
2 Baths
9 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $652/Night
7 Nights - US $4,561
House
10.0(6 Reviews)
5 Bedrooms
5 Baths
10 Guests
3500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $604/Night
7 Nights - US $4,227
House
10.0(6 Reviews)
3 Bedrooms
2 Baths
8 Guests
2300 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $566/Night
7 Nights - US $3,960
House
9.4(11 Reviews)
5 Bedrooms
3 Baths
12 Guests
Spa- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $643/Night
7 Nights - US $4,498
House
10.0(1 Review)
3 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $296/Night
7 Nights - US $2,071
House
9.6(12 Reviews)
3 Bedrooms
2 Baths
6 Guests
2500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $168/Night
7 Nights - US $1,176
Stamford Large Vacation Homes
House
9.6(5 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $330/Night
7 Nights - US $2,312
Bed & Breakfast
9.9(54 Reviews)
7 Bedrooms
7 Baths
15 Guests
247.57 ft²
- Skiing
- Fireplace/Heating
- Balcony/Terrace
- View
US $190/Night
7 Nights - US $1,330
Other
10.0(8 Reviews)
4 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $376/Night
7 Nights - US $2,631
House
9.8(8 Reviews)
6 Bedrooms
4 Baths
16 Guests
4000 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $696/Night
7 Nights - US $4,872
Cabin
6 Bedrooms
5 Baths
15 Guests
59202 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $1,293/Night
7 Nights - US $9,050
House
10.0(3 Reviews)
5 Bedrooms
3 Baths
10 Guests
3200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $824/Night
7 Nights - US $5,768
House
9.0(2 Reviews)
8 Bedrooms
5 Baths
15 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $793/Night
7 Nights - US $5,554
House
7.6(4 Reviews)
7 Bedrooms
3 Baths
14 Guests
- Spa
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $455/Night
7 Nights - US $3,185
Why Choose Rent By Owner for your Stamford Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Stamford
When should you plan your Vacation Rentals stay?
Choosing the ideal time to visit this scenic destination can enhance your experience, as seasonal variations offer different opportunities to enjoy what the region uniquely provides throughout the year.
Peak Season Highlights
Summer (June to August)
During the warm summer months, this destination experiences its peak visitor influx, making it ideal for travelers seeking lively outdoor activities and vibrant local events.
Average Temperature Daytime: around 75-85°F - Nighttime: 55-65°F
Fall (September to November)
The stunning autumn foliage attracts many visitors during these months, creating a picturesque setting perfect for scenic drives and outdoor exploration in this area.
Average Temperature Daytime: 60-70°F - Nighttime: 40-50°F
Off-Season Highlights
Winter (December to February)
With colder weather and fewer tourists, this is an excellent time for cozy stays and enjoying the region's winter tranquility while avoiding crowds.
Average Temperature Daytime: 30-40°F - Nighttime: 20-30°F
Spring (March to May)
As the region awakens from winter, fewer visitors come, making it a peaceful period to explore the area's natural beauty with moderate temperatures.
Average Temperature Daytime: 50-60°F - Nighttime: 30-40°F
Weekly Weather Forecast for Stamford
How to Book Your Stamford Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Stamford
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor dining on a private patio or deck, perfect for relaxing meals amidst the scenic surroundings.
- Make the most of your stay with access to a spacious backyard, ideal for outdoor games or simply soaking up the sun.
- Take advantage of direct access to nearby hiking trails or nature walks, immersing yourself in the region’s natural beauty.
- Relax by a charming outdoor fireplace or fire pit, great for evening gatherings under the stars.
- Experience outdoor recreational activities such as fishing or kayaking if the rental is near local lakes or rivers.
- Benefit from lush landscaped gardens that provide a peaceful setting and enhance your outdoor experience.
- Utilize shared outdoor amenities like a community pool or tennis courts, offering additional ways to enjoy the outdoors during your stay.
Top Attractions Around Stamford
What attractions are nearby?
Within this scenic area, you can enjoy outdoor activities such as hiking and exploring local trails, immersing yourself in the natural beauty that makes this destination a perfect retreat for outdoor enthusiasts.
Family Activities
- Stamford Nature Preserve: Explore the scenic trails and lush landscapes that make this preserve perfect for family hikes and outdoor adventures in the region.
- Highland Park: Enjoy a relaxing day at this local park with picnic areas, playgrounds, and open space for kids to play and families to unwind together.
- Local Farmers Market: Visit the farmers market to experience fresh regional produce, homemade treats, and the vibrant community atmosphere cherished here.
- Community Arts Center: Engage with the area's creative spirit by participating in family-friendly workshops and appreciating regional art exhibits at the local center.
Adult Activities
- Hiking and Nature Trails: Explore scenic hiking trails that showcase the natural beauty of this region, perfect for outdoor enthusiasts seeking adventure and tranquility.
- Local Art Galleries and Cultural Spots: Discover the vibrant arts scene by visiting galleries and cultural centers that highlight the area's creative spirit and heritage.
- Farmers' Markets and Local Food Tours: Enjoy authentic local flavors through farmers' markets and food tours that offer a taste of the region's farm-fresh produce and culinary traditions.
- Fishing and Boating on Nearby Lakes: Take advantage of the calm lakes for fishing or boating experiences, providing relaxing recreation amid picturesque surroundings.
Other Places to Stay in Stamford, NY
Stamford Golf Club
Stamford Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Outdoor Activities: Take advantage of the region's scenic landscapes by exploring local parks and trails to enjoy the natural beauty here.
- Discover Local Flavors: Sample regional cuisine at nearby eateries to get an authentic taste of the area's culinary traditions.
- Book in Advance: Secure your accommodation early, especially during peak seasons, to ensure a smooth and stress-free stay in this destination.
- Explore Seasonal Events: Check out local events or festivals happening during your visit to immerse yourself in the area's vibrant community life.
Transportation Options
- Stamford Transportation Services: Local shuttle and taxi options provide convenient access to key points within the region for your stay.
- Regional Bus Lines: Bus services connect this destination with nearby towns and cities, making travel around the area straightforward.
- Nearby Albany International Airport: For longer trips, this major airport offers flights that can easily be accessed from here.
- Car Rental Agencies: Renting a vehicle is a flexible way to explore the region at your own pace during your vacation.
Local Customs Options
- Local Craftsmanship: You can experience the region’s rich tradition of handmade woodworking and artisanal crafts, reflecting the area's deep-rooted history.
- Seasonal Festivals: Participating in seasonal celebrations here offers a glimpse into the community's vibrant customs and welcoming spirit.
- Traditional Dining Etiquette: Respect for local dining customs includes appreciating farm-to-table ingredients and engaging in friendly conversations with hosts.
- Respect for Nature: Embracing outdoor activities with an awareness of the area’s natural environment demonstrates your appreciation for its preserved landscapes.
Stamford Vacation Rental Frequently Asked Questions
1. What are the top vacation 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 Vacation Rentals in Stamford:
- Charming 2-bedroom Country Cottage in the Catskill Mountains
- PRIVATE - EXCLUSIVE CATSKILLS LAKE FRONT RUSTIC CABIN by NYC DESIGNER
- Secluded Log Cabin in Catskills with jacuzzi and mountain/lake view
- Homesteading at the heart of this charming village
- Catskill Chalet Hideaway
- Welcome to Marion Manor: French Country Farmhouse in the Heart of the Catskills!
- Charming 3BR house, nestled in mountains, pet friendly, 20 minutes from skiing!
- Creek side cabin near State Parks and ski resorts
- Modern Catskill House & Lake NY with hot tube on the roof
- Stamford Farmhouse with Deck in Catskill Foothills
2. Which vacation homes in Stamford are best for families?
If you are looking for a family-friendly vacation home in Stamford, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Stamford:
3. How many Rentbyowner vacation rentals are available in Stamford?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 43 in the Stamford 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 Stamford.
4. What is the cancellation policy for vacation rentals in Stamford, New York?
Cancellation policies vary by listing. You should carefully review the specific property's cancellation terms on its page or contact the owner directly to understand the options available for your stay.
5. How do I find pet-friendly vacation rentals in Stamford, New York?
Pet-friendly options are listed with filters or tags on the property page. Check the details of each listing or reach out to the owner to confirm pet policies and any associated fees before booking.
6. Are there minimum stay requirements for booking a vacation rental here?
Minimum stay requirements differ between properties. Details are typically specified in the listing description, so it's advisable to read thoroughly or contact the owner for confirmation.
7. What amenities can I expect from vacation rentals in this destination?
Amenities vary by property but often include essentials like Wi-Fi, kitchen facilities, and outdoor spaces. Review the individual listing to see the full list of included amenities.
8. How do I ensure my booking is secure when reserving a vacation rental in the area?
Bookings are secured through the platform’s trusted payment system. For additional assurance, verify the host's reviews and ratings, and communicate through the official messaging channels provided.
Stamford Top Rated Vacation Rentals
Cabin
10.0(41 Reviews)
3 Bedrooms
1 Bath
6 Guests
1500 ft²
- Fireplace/Heating
- Pool
Ocean View- Balcony/Terrace
US $391/Night
7 Nights - US $2,740
