Best Vacation Homes in Stamford
Apartment
10.0(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
1100 ft²
Fireplace/Heating
Balcony/Terrace
Kitchen
Parking
US $493/Night
7 Nights - US $3,454
House
10.0(3 Reviews)
4 Bedrooms
2 Baths
8 Guests
2195.84 ft²
Oceanfront
Skiing- Fireplace/Heating
Ocean View
US $509/Night
7 Nights - US $3,566
Cabin
10.0(1 Review)
1 Bedroom
1 Bath
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
View
US $667/Night
7 Nights - US $4,666
New
Apartment
10.0(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
Pet Friendly- Kitchen
US $304/Night
7 Nights - US $2,125
Apartment
10.0(3 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- View
- Kitchen
- Parking
US $95/Night
7 Nights - US $662
New
House
9.8(32 Reviews)
5 Bedrooms
3 Baths
10 Guests
4000 ft²
- Oceanfront
- Fireplace/Heating
Pool- Ocean View
US $2,933/Night
7 Nights - US $20,531
New
House
5 Bedrooms
4 Baths
10 Guests
Private Pool
Hot Tub- Fireplace/Heating
- Pool
US $964/Night
7 Nights - US $6,745
New
Apartment
3 Bedrooms
2 Baths
6 Guests
1100 ft²
- Fireplace/Heating
- Kitchen
- Parking
Air Conditioner
US $509/Night
7 Nights - US $3,563
Stamford Luxury Rentals
House
10.0(5 Reviews)
6 Bedrooms
6 Baths
11 Guests
7000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $5,298/Night
7 Nights - US $37,086
Other
10.0(4 Reviews)
9 Bedrooms
6 Baths
24 Guests
20000 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Kitchen
US $5,223/Night
7 Nights - US $36,562
US $4,634/Night
7 Nights - US $32,438
House
10.0(4 Reviews)
5 Bedrooms
7 Baths
12 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $3,523/Night
7 Nights - US $24,660
House
10.0(1 Review)
9 Bedrooms
8 Baths
15 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $2,695/Night
7 Nights - US $18,864
House
5 Bedrooms
2 Baths
16 Guests
2002.09 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $2,667/Night
7 Nights - US $18,669
House
10.0(3 Reviews)
5 Bedrooms
5 Baths
8 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Kitchen
US $2,537/Night
7 Nights - US $17,756
New
House
4 Bedrooms
5 Baths
8 Guests
- Hot Tub
- Fireplace/Heating
- Air Conditioner
Internet
US $2,507/Night
7 Nights - US $17,546
Stamford Pet Friendly Vacation Rentals
Apartment
10.0(79 Reviews)
1 Bedroom
1 Bath
3 Guests
872 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $287/Night
7 Nights - US $2,012
Apartment
10.0(1 Review)
1 Bedroom
1 Bath
4 Guests
516.67 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
US $627/Night
7 Nights - US $4,388
Apartment
1 Bedroom
1 Bath
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $454/Night
7 Nights - US $3,179
Apartment
10.0(29 Reviews)
2 Bedrooms
1 Bath
4 Guests
850 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $320/Night
7 Nights - US $2,240
Apartment
9.5(2 Reviews)
2 Bedrooms
1 Bath
5 Guests
1194.79 ft²
- Fireplace/Heating
- View
- Pet Friendly
- Parking
US $393/Night
7 Nights - US $2,751
Apartment
10.0(24 Reviews)
2 Bedrooms
1 Bath
5 Guests
1206 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $339/Night
7 Nights - US $2,370
House
10.0(16 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $511/Night
7 Nights - US $3,577
Cottage
10.0(7 Reviews)
2 Bedrooms
2 Baths
7 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $1,526/Night
7 Nights - US $10,683
Stamford Large Vacation Homes
House
10.0(41 Reviews)
6 Bedrooms
5 Baths
10 Guests
4500 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $1,560/Night
7 Nights - US $10,918
Villa
8.5(10 Reviews)
1 Bedroom
1 Bath
5 Guests
850.35 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Pet Friendly
US $177/Night
7 Nights - US $1,238
House
10.0(24 Reviews)
5 Bedrooms
3 Baths
20 Guests
2800 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $1,297/Night
7 Nights - US $9,079
Villa
8.5(7 Reviews)
3 Bedrooms
3 Baths
8 Guests
1743.75 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Pet Friendly
US $393/Night
7 Nights - US $2,751
House
10.0(9 Reviews)
5 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
Child Friendly
US $863/Night
7 Nights - US $6,038
House
10.0(8 Reviews)
5 Bedrooms
3 Baths
10 Guests
3000 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $1,377/Night
7 Nights - US $9,640
House
10.0(7 Reviews)
5 Bedrooms
4 Baths
8 Guests
4840 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
US $1,206/Night
7 Nights - US $8,443
House
10.0(6 Reviews)
7 Bedrooms
5 Baths
12 Guests
5100 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $1,524/Night
7 Nights - US $10,669
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.
Popular Areas for Stamford Vacation Rentals
Where are the best neighborhoods to stay in Stamford?
When planning your stay in Stamford, Connecticut, exploring the different neighborhoods can help you find the perfect location for your needs. Each area offers its own unique atmosphere and convenient access to local amenities, making it easier to enjoy your visit. Whether you're looking for a lively community with easy access to entertainment or a quieter spot for relaxation, Stamford's neighborhoods provide a variety of options. By choosing the right neighborhood, you'll ensure a comfortable and memorable experience during your time in this vibrant Connecticut city.
Downtown
Staying in the heart of the city allows for easy access to vibrant entertainment, dining, and cultural attractions. This area offers a lively urban experience while providing convenient amenities for a comfortable stay.
View 94+ Rentals in DowntownCove - East Side - Shippan
Located along the waterfront, this neighborhood is ideal for enjoying scenic views and peaceful surroundings. It provides a relaxing retreat close to parks and beachfront activities that highlight the region's natural beauty.
View 24+ Rentals in Cove - East Side - ShippanEast Norwalk
This area offers a charming mix of local shops and dining options, perfect for those seeking an authentic community atmosphere. Its proximity to the water makes it a great choice for leisurely exploring or waterfront outings.
View 102+ Rentals in East NorwalkCranbury
Cranbury presents a blend of suburban tranquility and accessibility, making it suitable for travelers who value a peaceful environment with easy routes to central attractions. It's an excellent spot for relaxing stays near nature and local parks.
View 145+ Rentals in CranburyNorth Stamford
This neighborhood is known for its spacious residential areas and scenic landscapes, offering a quiet setting away from the city center. Perfect for those seeking a serene retreat within reach of the area's key highlights.
View 283+ Rentals in North StamfordBest Times to Visit Stamford
When should you plan your Vacation Rentals stay?
To make the most of your stay, consider planning your trip during the shoulder seasons when the region offers mild weather and fewer crowds, allowing you to enjoy the best experiences this destination has to offer.
Peak Season Highlights
Summer (June to August)
During the warm summer months, you'll experience the peak season for visiting this destination, making it ideal for outdoor activities and enjoying pleasant weather in the region.
Average Temperature Daytime: 78°F to 85°F - Nighttime: 60°F to 68°F
Fall (September to November)
Autumn is another popular time to explore here, with vibrant foliage and comfortable temperatures that attract many visitors seeking scenic views and seasonal events.
Average Temperature Daytime: 70°F to 77°F - Nighttime: 50°F to 58°F
Off-Season Highlights
Winter (December to February)
The cold winter months see fewer travelers, offering a quieter experience for those seeking peaceful getaways and cozy accommodations during this off-peak period.
Average Temperature Daytime: 35°F to 45°F - Nighttime: 25°F to 33°F
Early Spring (March to April)
Before the full bloom of spring, this shoulder season provides a less crowded atmosphere, perfect for exploring the area at a relaxed pace while enjoying milder temperatures.
Average Temperature Daytime: 50°F to 60°F - Nighttime: 35°F to 45°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 a private outdoor patio or deck perfect for relaxing and dining al fresco.
- Take advantage of a spacious backyard ideal for outdoor activities or gatherings.
- Make use of a well-maintained swimming pool to cool off during the warmer months.
- Benefit from outdoor grilling facilities to prepare meals while enjoying the fresh air.
- Relish in well-landscaped gardens or lawn areas that enhance your outdoor experience.
- Utilize outdoor seating areas designed for socializing and enjoying the surrounding scenery.
- Access nearby parks or outdoor recreational spaces that allow for hiking, jogging, or picnicking in the region.
Top Attractions Around Stamford
What attractions are nearby?
Here, you can explore a variety of nearby activities and attractions that showcase the best of this region's culture and natural beauty, making your stay both enjoyable and memorable.
Family Activities
- Stamford Museum & Nature Center: Engage your family with interactive exhibits, outdoor trails, and educational programs that highlight the natural beauty of this region.
- Cove Island Park: Enjoy a day outdoors at this scenic park featuring beaches, playgrounds, and walking paths perfect for family picnics and beach activities.
- The Maritime Aquarium at Norwalk: Discover marine life through captivating exhibits and touch tanks, offering an immersive experience just a short drive from here.
- Downtown Stamford: Explore local shops, vibrant eateries, and family-friendly entertainment options in the heart of the city, providing a lively atmosphere for all ages.
Adult Activities
- Cultural Exploration: Discover the local art galleries and theaters that showcase the region’s vibrant arts scene, offering enriching experiences in the area.
- Golfing Opportunities: Tee off at premier golf courses nestled within the region, perfect for enjoying a relaxing day outdoors with scenic views.
- Historic Downtown Strolling: Walk through the charming downtown streets filled with unique boutiques, cozy cafes, and historic architecture that capture the area's character.
- Dining Experiences: Savor diverse culinary options at renowned restaurants and eateries that highlight local flavors here in the region.
Other Places to Stay in Stamford, CT
Gold Coast
Cos Cob
Old Greenwich
North Stamford
Wilton
Southport
Downtown
Norwalk
Greenwich
Westport
Cummings Park
Cove - East Side - Shippan
Stamford Travel Tips
How Can You Make the Most of Your Stay?
- Explore the local dining scene: Take advantage of the area’s diverse culinary options to experience authentic flavors unique to this destination.
- Visit nearby outdoor attractions: Maximize your stay by spending time in the scenic parks and waterfront areas that highlight the region’s natural beauty.
- Plan your activities ahead: Book popular tours and experiences early to ensure you don’t miss out on the best of what the area has to offer.
- Choose a centrally located vacation rental: Opt for accommodations close to key attractions to make the most of your time here and simplify your travel plans.
Transportation Options
- Stamford Transportation Center: This hub offers convenient access to commuter trains and buses, making it easy to explore the region without a car.
- Public Bus Services: Local bus routes connect various parts of the area, providing an affordable and flexible way to get around during your stay.
- Taxi and Rideshare Services: Reliable taxi companies and ridesharing options like Uber and Lyft are readily available for quick transportation within and beyond here.
- Car Rentals: Several rental agencies operate nearby, offering the flexibility to explore the region at your own pace from your vacation rental in this destination.
Local Customs Options
- Local Dining Etiquette: When visiting here, it’s customary to share dishes family-style, emphasizing community and togetherness during meals.
- Historic Preservation Respect: Appreciating the region’s history means observing local guidelines for preserving historic sites and engaging respectfully with heritage landmarks.
- Outdoor Recreation Customs: Enjoying parks and outdoor spaces often involves following specific trail rules and environmental practices that support conservation efforts.
- Community Event Participation: Participating in local festivals or markets is encouraged, fostering a sense of camaraderie and connection within this area’s vibrant community.
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:
- Studio Flat Above Historic Cider Mill
- Private French Country Estate-New Canaan CT-Pool-Film Set-August available
- Family-Friendly 2BR with Parking Near NYC + Hospital
- Charming Cottage located on Historic Estate 1 Hour from NYC!
- New Beach Home near Stamford Downtown/Shippan
- 2BR Flat above Historic Cider Mill
- Mid Century Modern ZEN House with Pool. 50 min from New York City
- Farmhouse 1899: Westport, CT - Minutes to Downtown, family and pet-friendly.
- 4 BR Classic Country House in CT
- Boutique Stay 2C in Heart of Downtown
2. How many vacation rentals have private pools in Stamford?
There are 59 vacation rentals with private pools near Stamford. Top-rated RBO homes that have access to a swimming pool include:
3. 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:
4. How many Rentbyowner vacation rentals are available in Stamford?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 787 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.
5. What is the cancellation policy for vacation rentals in Stamford, Connecticut?
The cancellation policy varies depending on the specific listing you choose. It is essential to review the terms and conditions provided in the listing details or contact the property owner directly to understand the cancellation options and any potential fees.
6. How do I ensure my booking is secure when reserving a vacation rental in this area?
Booking through a reputable platform offers secure payment options and verified listings. Always communicate and finalize your reservation through the official booking system, and confirm the property's credentials and reviews to ensure a safe and reliable stay.
7. Are there any specific check-in or check-out procedures for rentals here?
Each property may have different procedures outlined in the listing description. You should carefully review the check-in and check-out instructions provided by the host and reach out directly if you need clarification or have special requests.
8. What amenities are typically included in vacation rentals in the region?
Properties in the area often include essential amenities such as Wi-Fi, parking, kitchen facilities, and laundry. To confirm the amenities available at a particular rental, refer to the listing details or contact the owner directly before booking.
9. Is there a minimum stay requirement for booking vacation rentals in Stamford, Connecticut?
Minimum stay policies vary among listings; some properties require a certain number of nights per reservation. Review the individual listing's requirements or contact the host for specifics related to your preferred travel dates.
Stamford Top Rated Vacation Rentals
House
10.0(25 Reviews)
3 Bedrooms
1 Bath
5 Guests
1800 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $607/Night
7 Nights - US $4,247
House
10.0(21 Reviews)
1 Bedroom
2 Baths
2 Guests
1000 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $465/Night
7 Nights - US $3,256
House
10.0(5 Reviews)
5 Bedrooms
4 Baths
15 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $1,792/Night
7 Nights - US $12,545
House
10.0(4 Reviews)
5 Bedrooms
4 Baths
10 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $2,058/Night
7 Nights - US $14,404
House
10.0(2 Reviews)
5 Bedrooms
4 Baths
9 Guests
4700 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $1,037/Night
7 Nights - US $7,259
House
10.0(1 Review)
3 Bedrooms
1 Bath
6 Guests
2250 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $499/Night
7 Nights - US $3,495
Hotel
9.8(26 Reviews)
19 Baths
311.59 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- View
US $421/Night
7 Nights - US $2,944
House
9.7(3 Reviews)
1 Bedroom
1 Bath
2 Guests
1194.79 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $498/Night
7 Nights - US $3,487
