Where should I stay in Stamford?

Make yourself at home in Stamford by choosing from our most frequently booked neighborhoods. We have over 290 vacation rentals in Shippan Point, over 290 vacation rentals in Harbor Point, and over 370 vacation rentals in North Stamford.

Are there private suite rentals with a dedicated workspace in Stamford?

Yes! Work meets play with ease at over 10 private suite rentals in Stamford featuring dedicated workspaces. Stay connected and productive in your home away from home.

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 bed and breakfast rentals on Airbnb with pools?

Yes! Dive into the perfect getaway at one of over 10 bed and breakfast rentals with pools in Stamford, available on Airbnb. Make a splash and soak up the sun in style!

Are there pet-friendly apartment rentals in Stamford?

Four-legged friends are welcome in Stamford. Choose from more than 70 apartment rentals for guests traveling with pets.

Do house rentals in Stamford have self check-in?

Absolutely! We offer over 40 house rentals with self check-in in Stamford. Enjoy a tailored experience with all the comforts you desire.

Do house rentals in Stamford have wifi?

Absolutely! We offer over 170 house rentals with wifi in Stamford. Enjoy a tailored experience with all the comforts you desire.

Do apartment rentals in Stamford have a gym?

Absolutely! We offer over 60 apartment rentals with a gym in Stamford. Enjoy a tailored experience with all the comforts you desire.

Do apartment rentals in Stamford have a bbq area?

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

Are there family-friendly apartment rentals in Stamford?

Stamford has more than 30 family-friendly apartment 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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Superhost

Home in Woodmont

4.92 out of 5 average rating, 26 reviews

Light-filled Beach House Steps from the Sand

Located in prime Bayview Beach, a one min stroll to the sandiest beach in Milford. Two floors with private patio. Main level: half-bath, Cooks kitchen with a 6 person dining area, living room with flatscreen. Upstairs: master w/king size bed & en-suite bath, kids bedroom w/ bunkbed, another full bath w/ tub. 3rd bedroom with queen bed and trundle twin. If you want a get-a-way from the city, or just an escape then come to this tucked-away home. Enjoy all that this coastline gem has to offer.

Guest favorite

Home in Greenwood Lake

4.96 out of 5 average rating, 51 reviews

Water's Edge Lakefront Home

As much as we will miss all the charm and beauty of summer at Greenwood Lake, fall is an incredible time to be surrounded by these colorful mountains. Come check out this beautiful season in the Hudson Valley and see all the area has to offer for a wonderful weekend or longer getaway. Activities include orchids for apple and pumpkin picking, cider donuts, farm markets, breathtaking, fall foliage, Renaissance Fair, hiking, breweries, wineries, golf courses, etc Come enjoy! STR Permit # 21 7853

Guest favorite

Home in Bayport

4.83 out of 5 average rating, 161 reviews

Exquisite spacious waterfront all modern-sleeps 8

READ THE CONSISTENT FINE REVIEWS! Its heart-warming providing such a nice sanctuary! This MEMORABLE Sayville / Bayport Vacation rental home has a picturesque backyard & amazing water views. 3Br 2 full bath. Enjoy the 2-person steam shower & huge 10-person whirlpool bath for spa-like living. Perfect for quiet getaways. All new furniture w/ coastal chic decor. Feed 6 ducks, 2 swans, 2 cranes. The serenity & one-of-a kind view sets this Sayville vacation home apart from all others.

Superhost

Guesthouse in Milford

4.92 out of 5 average rating, 203 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.

Guest favorite

Home in Roxbury

5 out of 5 average rating, 10 reviews

Zoom In Map Best 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

Home in Baldwin

4.85 out of 5 average rating, 124 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

Vacation home in Elmont

4.83 out of 5 average rating, 76 reviews

Lovely 2-Bedroom Elmont Apartment (Lower Level)

Enjoy this centrally-located lovely full 2-bedroom private lower level apartment. With 2 Queen sized beds, this space can host up to 4 people comfortably. Ideal for travelers or families visiting NY. Located in a quiet neighborhood. In the center of many shops, restaurants, highways. This apartment is located 7 minutes away from the USB Arena, 10-15 minutes away from JFK airport, and in close proximity to Roosevelt Field Mall and Green Acres Mall. The next adventure is never too far away!

Guest favorite

Home in Bellport

4.95 out of 5 average rating, 37 reviews

Gorgeous Bellport Village Getaway with Heated Pool

A very special and warm vacation home in historic Bellport Village with 3-4 spacious bedrooms, well-appointed living spaces, beautifully-maintained garden and grounds and a wonderful heated saltwater pool. Great for weddings and other life events. Minutes from village, marina and playground at the water's edge. Perfect for a family getaway from the city. Perfect for people who love to cook. We promise you a clean, lovely home with all of the comforts for a pleasurable stay.

Guest favorite

Houseboat in North Fork

5 out of 5 average rating, 10 reviews

Peconic River Boatel

Perfectly updated nautical houseboat situated on the scenic Peconic River. Featuring two picturesque bedrooms, a full service eat-in kitchen and a living room with panoramic river view. Enjoy your morning coffee on the outside deck while taking in the sunrise. This historic waterfront town was named to Forbes Advisor’s “Best Places to Travel in 2023” — one of just 11 U.S. destinations on this year’s list. A must see for adventurers and families alike!

Guest favorite

Cottage in Pawling

4.98 out of 5 average rating, 106 reviews

Twin Lakes Designer A-frame Stone Cottage

*Twin Lakes Cottage* Stunningly restored 1930s a-frame stone cottage located on a private lake in West Mountain State Forest with a new deck, patio, soaring high skylights, and 21’ tall wood-burning fireplace. Resting on a hillside with 180 degree views of two lakes, this breathtaking retreat is a one-of-a-kind experience. Surrounded by mature oaks, ferns, and the soothing songs of birds, this remarkable home offers unmatched tranquility.

Superhost

Guesthouse in Westhampton Beach

5 out of 5 average rating, 3 reviews

Summer retreat cottage in WHB

Lovely guesthouse with private patio. Steps to Main Street and houses of worship. Enjoy walking or biking to the farmer's market, restaurants, marina, and beach. Bright kitchen and comfortable living room with wifi and smart tv. BBQ and outdoor shower for your use (located on the patio of the main house). Beach pass available for stays of 30+days; access to private village beaches before 10am and after 5pm as per village policy.

Guest favorite

Home in New Windsor

4.98 out of 5 average rating, 63 reviews

Cozy cottage with hot tub and game room

Stay at our sweet cottage that's perfect for couples and families. In a quiet neighborhood, you're not far from all the activities that make the Hudson Valley great; hiking trails, coffee shops, breweries, wineries, cute towns and more. Very close to all Bethel facilities and West Point

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Stamford vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

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

Rental unit in West Orange

5 out of 5 average rating, 11 reviews

Chic Family & Pet Friendly Apt/Trendy Location

Superhost

Cottage in Milford

4.83 out of 5 average rating, 12 reviews

Come to Maresol Cottage w/family & friends.

Guest favorite

Rental unit in Wallkill

4.94 out of 5 average rating, 138 reviews

Log Cabin Apartment Great for Outdoor Enthusiasts

Superhost

Home in West Haven

4.77 out of 5 average rating, 30 reviews

Coastal Cottage.

Superhost

Home in Putnam Valley

4.77 out of 5 average rating, 35 reviews

The Blue Lake House!

Guest favorite

Cabin in Warwick

4.97 out of 5 average rating, 113 reviews

Magnificent Log Cabin Getaway with Private Lake

Guest favorite

Home in Bethlehem

5 out of 5 average rating, 34 reviews

Lakeview Expanse

Superhost

Cottage in Cold Spring

4.81 out of 5 average rating, 182 reviews

Cozy Country Cottage Spa/Fireplace/Enclosed Yard

Show all

Quick stats about vacation rentals in Stamford

Total rentals
480 properties
Total number of reviews
15K reviews
Family-friendly rentals
170 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
300 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 290 vacation rentals in Shippan Point, over 290 vacation rentals in Harbor Point, and over 370 vacation rentals in North Stamford.
Are there private suite rentals with a dedicated workspace in Stamford?
Yes! Work meets play with ease at over 10 private suite rentals in Stamford featuring dedicated workspaces. Stay connected and productive in your home away from home.
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 bed and breakfast rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 bed and breakfast rentals with pools in Stamford, available on Airbnb. Make a splash and soak up the sun in style!
Are there pet-friendly apartment rentals in Stamford?
Four-legged friends are welcome in Stamford. Choose from more than 70 apartment rentals for guests traveling with pets.
Do house rentals in Stamford have self check-in?
Absolutely! We offer over 40 house rentals with self check-in in Stamford. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Stamford have wifi?
Absolutely! We offer over 170 house rentals with wifi in Stamford. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Stamford have a gym?
Absolutely! We offer over 60 apartment rentals with a gym in Stamford. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Stamford have a bbq area?
Absolutely! We offer over 20 apartment rentals with a bbq area in Stamford. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly apartment rentals in Stamford?
Stamford has more than 30 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Vacation rentals in Stamford

Top-rated vacation rentals in Stamford

Home in Woodmont

Home in Greenwood Lake

Home in Bayport

Guesthouse in Milford

Home in Roxbury

Home in Baldwin

Vacation home in Elmont

Home in Bellport

Houseboat in North Fork

Cottage in Pawling

Guesthouse in Westhampton Beach

Home in New Windsor

Vacation rentals for every style

Cottages

Houses

Apartments

Popular amenities for Stamford vacation rentals

Stay near Stamford's top sights

Other great vacation rentals in Stamford

Rental unit in West Orange

Cottage in Milford

Rental unit in Wallkill

Home in West Haven

Home in Putnam Valley

Cabin in Warwick

Home in Bethlehem

Cottage in Cold Spring

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