Where should I stay in Stamford?

Make yourself at home in Stamford by choosing from our most frequently booked neighborhoods. We have over 300 vacation rentals in Shippan Point, over 380 vacation rentals in North Stamford, and over 300 vacation rentals in Harbor Point.

Are there vacation rentals with a dedicated workspace in Stamford?

Yes! Work meets play with ease at over 310 vacation rentals in Stamford featuring dedicated workspaces. Stay connected and productive in your home away from home.

Are there pet-friendly vacation rentals in Stamford?

Four-legged friends are welcome in Stamford. Choose from more than 180 vacation rentals for guests traveling with pets.

How much does it cost to stay in condo rentals in Stamford?

Experience the best of Stamford with our condo rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Are there Stamford vacation rentals on Airbnb with pools?

Yes! Dive into the perfect getaway at one of over 80 vacation homes with pools in Stamford, available on Airbnb. Make a splash and soak up the sun in style!

Do apartment rentals in Stamford have self check-in?

Absolutely! We offer over 20 apartment rentals with self check-in in Stamford. Enjoy a tailored experience with all the comforts you desire.

Do apartment rentals in Stamford have a gym?

Absolutely! We offer over 80 apartment rentals with a gym in Stamford. Enjoy a tailored experience with all the comforts you desire.

Do house rentals in Stamford have a bbq area?

Absolutely! We offer over 50 house rentals with a bbq area in Stamford. Enjoy a tailored experience with all the comforts you desire.

What are the most popular amenities for Apartment Rentals in Stamford?

Enhance your stay in our Apartment Rentals with the most popular amenities: over 20 homes with self check-in, over 80 homes with a gym, over 20 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Are there family-friendly condo rentals in Stamford?

Stamford has more than 10 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Vacation rentals in Stamford

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Stamford

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

A charming studio cottage is nestled among trees, with a covered porch adorned by an American flag. Steps lead up to the entrance, and a wooden railing provides safety. Seasonal foliage in warm colors surrounds the area, complementing the rustic setting.

Cottage in Cortlandt

4.99 out of 5 average rating, 190 reviews

The Little Cottage in the Woods

The Little Cottage in the Woods Nestled among the trees, and in close proximity to our main house, this studio cottage is newly refurbished, very private and is in a great location to access the Hudson Valley. Hiking trails are within minutes of the cottage or right out the front door. Golf courses are also minutes away. Whether you are in the area on business or just looking to escape for the weekend and enjoy the out doors. It is situated on 9 1/2 hikeable acres, all available to our guests

Guest favorite

A scenic beach scene captures individuals enjoying a relaxing day by the water. Sun loungers are positioned in the soft sand, with gentle waves lapping at the shore and a vibrant blue sky filled with fluffy white clouds.

Cottage in Guilford

4.93 out of 5 average rating, 267 reviews

Charm + location. Walk to beach, town, & harbor.

We are sharing our "happy place". Cozy, family-friendly cottage has everything you need to enjoy a lovely vacation in a quintessential New England town. Ideally located between Guilford's famous green, gorgeous harbor and town beach, easily walk everywhere. High-season/weekend rate reflected in general view--check for actual. Recommended for groups of up to 4 (5 if with kids). Second bedroom (king) is open to living area-we provide a folding screen for door area and curtain for “passthrough”.

Superhost

A private backyard space features a wooden gazebo with a seating area, surrounded by a gravel surface. Comfortable wicker furniture, including a sofa and chairs, invites relaxation. The fenced yard offers a sense of privacy, complemented by beach gear visible in the background.

Guesthouse in Milford

4.92 out of 5 average rating, 205 reviews

Chic Coastal Retreat: Modern Apt Steps from Beach

Enjoy our freshly renovated 2-bedroom apartment with a private entrance, kitchen, and in-unit washer/dryer all just a stone's throw from the beach. At Silver Sands State Park, take in views of Charles Island, accessible via a sandbar at low tide. Explore scenic bike trails or stroll the picturesque boardwalk. Perfect for families and group get togethers. Beach amenities are provided, including kayaks, and enjoy a private backyard where you can fire up the BBQ and fire pit. No pets, please.

Superhost

Home in Roxbury

5 out of 5 average rating, 10 reviews

Zoom In Map To 5*Roxbury "Painter Hill" PoshPadsCT

PoshPadsCT - Private 4-5-Bedroom hilltop retreat on a serene brook - a perfect getaway. New Hot Tub, Terrace, Trampoline. Located on a 3 acre property near historic estates, Maple Bank farm stand and Toplands Farm and just 1.5 hours from NYC. The house features beautiful fields, views, a large terrace with a gas grill, a firepit. Nearby hiking trails & Washington restaurants, shopping, distilleries, vineyards, breweries, and more! Ski Mohawk Mountain or Swim Lake Waramaug State Beach.

Superhost

Two comfortable chairs are positioned on a spacious porch, offering a clear view of the beach and ocean. The horizon is visible in the distance, with calm waters under a blue sky dotted with clouds.

Home in West Haven

4.79 out of 5 average rating, 43 reviews

Beachside Retreat

***Brand new to Airbnb, the Beachside Retreat is perfect for a quick getaway or a longer short term stay. Gorgeously renovated home has 4 spacious bedrooms, living room & dining room large enough to entertain and kitchen perfect for making those home-away-from-home meals. Across the street from the beach, wake up to stunning sunrises with your morning coffee or relax on the wrap around porch and watch the sunset. With walking trails, restaurants and shops close by you never have to go far.

Top guest favorite

A spacious outdoor dining area features a large wooden table surrounded by matching chairs. Sunlight illuminates the area, showcasing a well-maintained yard with a manicured hedge and a small garden shed visible in the background.

Home in Northport

4.94 out of 5 average rating, 114 reviews

Cool pad, Private Rms, Walk to village, Wtr view

Beautiful pad on a tranquil street and walkable neighborhood. 5-10 minute walk to the village and 2-minute walk to the cliffs overlooking the bay and sound. Water view from one bedroom, great outdoor yard - very private. Updated amenities, marble bathroom, cozy indoor living area and very comfortable beds. The rental space is private and is the entire first floor of the home. The home is a two-story duplex with a shared entrance and private locking doors to each space. Wonderful location.

Superhost

A cozy living area features a large sectional sofa with decorative cushions, complemented by a plush armchair. Natural light is invited through two front windows, while a coffee table sits at the center, surrounded by green plants and framed art on the walls.

Home in Baldwin

4.85 out of 5 average rating, 133 reviews

Clarissa's Paradise

RESERVE NOW: This ideally located five-bedroom totally renovated home is the perfect spot for a family fun vacation. Located within walking distance of the well known playground and spray ground. The home features a spacious patio, central air conditioning, baseboard heating, WiFi, and Cable tv. The open layout provides perfect gathering spaces for your family, and all bedrooms are spacious and comfortably appointed. 4 full bathrooms . Sleeps 10. PLEASE NO PARTIES ARE STRICKLY PROHIBITED

Superhost

Home in New Milford

4.88 out of 5 average rating, 188 reviews

Renovated, one level home in an excellent location

Guests are sure to enjoy a memorable time in this beautiful fully furnished 3 bedrooms and 2 bathroom house. The house has been recently renovated to maximize comfort and overall experience. Excellent location close to major stores, restaurants and at walking distance to Candlewood Lake and Candlewood Lake Point private beach. Highlights: Free WIFI, Roku TV with Youtube TV, towels & beach towels, bed linens, and a beautiful deck with dining table, propane grill, and patio furniture.

Top guest favorite

A wooden boardwalk leads toward the beach and ocean, bordered by vibrant umbrellas and beachgoers enjoying the sun. The clear blue sky reflects over the water, creating a serene coastal view. The structure allows for easy access to sandy shores.

Home in Ocean Beach

5 out of 5 average rating, 43 reviews

Sunny Spacious Pet Friendly Steps from the Beach

This ideally located four-bedroom home is the perfect spot for your family's vacation. The home features a spacious deck, central air conditioning, WiFi, 4 Smart TV's, a Sonos sound system and YouTube TV. The open layout provides perfect gathering spaces for your family, and all bedrooms are spacious and comfortably appointed. There are 2 full bathrooms as well as an outdoor shower. Fully equipped including beach chairs, towels, 5 bikes, 2 wagons and beach toys for the kids. Sleeps 10.

Superhost

A charming building is illuminated by soft evening light, surrounded by blossoming trees adorned with twinkling lights. Outdoor seating is visible, inviting guests to enjoy the vibrant atmosphere of the town. The sky transitions to a serene twilight blue, enhancing the scene.

Guest suite in Branford

4.9 out of 5 average rating, 99 reviews

Granite Bay Getaway - Private Studio Apartment

Enjoy Long Island Sound in this cozy getaway. Three block walk to shore. Quiet residential neighborhood. Private deck with lovely afternoon light. Private entrance. Fully equipped eat in kitchen. Picturesque shoreline town of Branford. Many wonderful restaurants, 2 within walking distance. Land trust hiking trails at end of street. Ten minutes to New Haven, Yale & Avelo airport. Train station 2 miles away with connections to New York City and Boston. ½ mile from CT Hospice.

Guest favorite

Home in Chester

4.96 out of 5 average rating, 118 reviews

Millionaire Mansion Countryside Stay w/ Lrg Hottub

You'll be staying in a millionare mansion in the town where cream cheese was invented. Immerse in the fresh upstate NY nature nearby farms! Sugarloaf antique village, famous vineyards, luxury shopping, amusement parks, hiking, swimming, and restaurants. Surround yourself with mountain views through floor-to-ceiling windows spilling shimmering light into spacious rooms. Every room flows effortlessly into the next, naturally creating the space for deep connections.

Guest favorite

A covered outdoor seating area is furnished with a combination of turquoise and brown seating, complemented by decorative pillows. Soft lighting from string lights enhances the space. A swing seat is positioned against the wall, and a small table is centered on the tiled patio.

Home in Mastic

4.88 out of 5 average rating, 102 reviews

Cozy home. Comfy living

The whole group will enjoy access to everything from this centrally located home. three comfy bedroom, two bathrooms, large living room, dining and kitchen. close to the beach, nature reserved, kayaking, sky diving and Tanger outlet mall, restaurant and all the fast food located nearby. long island vast array of winery and farms stand etc. Guest is expected to follow house rules. 15 mins after check out time is given after that fees will incur at nightly rate

Vacation rentals for every style

Get the amount of space that is right for you

Bungalows

Intimate homes. inviting architecture

Apartments

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Stamford vacation rentals

Laptop-friendly workspace

Stay near Stamford's top sights

Chipotle Mexican Grill111 locals recommend

The Cheesecake Factory60 locals recommend

Whole Foods Market54 locals recommend

Barcelona Wine Bar51 locals recommend

Stamford Town Center34 locals recommend

Greenwich Point Beach28 locals recommend

Other great vacation rentals in Stamford

Guest favorite

A covered outdoor seating area features a combination of woven chairs and a sofa arranged around a stone floor. Soft lighting is provided by string lights overhead, while rustic wooden beams and walls create a warm, inviting backdrop.

Guesthouse in Southbury

4.93 out of 5 average rating, 319 reviews

Charming Guest Cottage with Modern Amenities

Guest favorite

Home in Putnam Valley

4.97 out of 5 average rating, 77 reviews

Crystal Wave LakeHouse

Guest favorite

A wooden deck features two chairs and a small table, surrounded by lush greenery. The spacious backyard is visible in the background, with a variety of trees and shrubs providing natural shade.

Home in Beacon

4.92 out of 5 average rating, 97 reviews

Beacon 2BR house w/ backyard, easy walk to main st

Guest favorite

Home in Garrison

4.93 out of 5 average rating, 161 reviews

Hudson Valley Mountaintop Riverview

Superhost

A modern kitchen is equipped with stainless steel appliances, including a refrigerator and an oven. Gray cabinetry contrasts with a mosaic backsplash. A sink is positioned beneath a window, while a clean mat lies on the floor near the countertop.

Apartment in Brentwood

4.84 out of 5 average rating, 32 reviews

Home away your home

Guest favorite

A modern bathroom features a dual sink vanity with sleek fixtures and a large mirror above. Neutral-toned tile lines the walls and floor. Natural light filters through a window, and two white towels are neatly arranged on a towel rack beside the toilet.

Home in East Patchogue

4.79 out of 5 average rating, 150 reviews

Bay's Edge Vacation Get a Way

Guest favorite

A large beach house is visible, featuring multiple gables and a spacious deck with balcony. The facade is painted in light grey, complemented by white trim. In the foreground, sandy beach leads toward the house, framed by green grass and shrubs on either side.

Home in West Haven

4.95 out of 5 average rating, 19 reviews

Beach House steps from sand & Amazing Views

Guest favorite

A large outdoor pool is surrounded by a stone patio, equipped with several lounge chairs. Lush greenery lines the perimeter, providing a natural backdrop. Soft sunlight reflects off the water, enhancing the inviting atmosphere of the spacious area.

Home in Dix Hills

5 out of 5 average rating, 24 reviews

Nice getaway with your family.

Show all

Quick stats about vacation rentals in Stamford

Total rentals
490 properties
Total number of reviews
16K reviews
Family-friendly rentals
180 properties are a good fit for families
Pet-friendly rentals
180 properties allow pets
Rentals with a pool
80 properties have a pool
Rentals with dedicated workspaces
310 properties have a dedicated workspace

Frequently Asked Questions

Where should I stay in Stamford?
Make yourself at home in Stamford by choosing from our most frequently booked neighborhoods. We have over 300 vacation rentals in Shippan Point, over 380 vacation rentals in North Stamford, and over 300 vacation rentals in Harbor Point.
Are there vacation rentals with a dedicated workspace in Stamford?
Yes! Work meets play with ease at over 310 vacation rentals in Stamford featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Stamford?
Four-legged friends are welcome in Stamford. Choose from more than 180 vacation rentals for guests traveling with pets.
How much does it cost to stay in condo rentals in Stamford?
Experience the best of Stamford with our condo rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there Stamford vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 80 vacation homes with pools in Stamford, available on Airbnb. Make a splash and soak up the sun in style!
Do apartment rentals in Stamford have self check-in?
Absolutely! We offer over 20 apartment rentals with self check-in in Stamford. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Stamford have a gym?
Absolutely! We offer over 80 apartment rentals with a gym in Stamford. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Stamford have a bbq area?
Absolutely! We offer over 50 house rentals with a bbq area in Stamford. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Apartment Rentals in Stamford?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 20 homes with self check-in, over 80 homes with a gym, over 20 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there family-friendly condo rentals in Stamford?
Stamford has more than 10 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Vacation rentals in Stamford

Top-rated vacation rentals in Stamford

Vacation rentals for every style

Popular amenities for Stamford vacation rentals

Stay near Stamford's top sights

Other great vacation rentals in Stamford

Quick stats about vacation rentals in Stamford

Total rentals

Total number of reviews

Family-friendly rentals

Pet-friendly rentals

Rentals with a pool

Rentals with dedicated workspaces

Frequently Asked Questions

Destinations to explore