Discover Your Perfect Stamford Vacation Homes

Stamford Luxury Rentals

10.0 (4 Reviews)
House
Designer Modern Westport Estate
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
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Stamford Large Vacation Homes

10.0 (1 Review)
Apartment
Stylish 3BR,2BA in Heart of Harbor Point
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
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Why Choose Rent By Owner for your Stamford Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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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 174+ Rentals in Downtown

Cove - 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 31+ Rentals in Cove - East Side - Shippan

East 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 81+ Rentals in East Norwalk

Cranbury

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 106+ Rentals in Cranbury

North 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 187+ Rentals in North Stamford

Best 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
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
autumn
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

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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
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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

More Top-Rated Vacation Rentals in Stamford Area

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.

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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.
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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
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Cos Cob
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Downtown
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Old Greenwich
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Southport
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Darien
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Norwalk
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Westport
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Rowayton
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Greenwich
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Cummings Park
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Cove - East Side - Shippan
Cove - East Side - Shippan Vacation Rentals
More Places to Stay Near Stamford

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.

Frequently Asked Questions About Stamford?

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:

2. How many vacation rentals have private pools in Stamford?

There are 60 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 2025 is over 671 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.