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Stamford vacation rentals

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Top-rated vacation rentals in Stamford

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

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Apartment in Stamford

4.82 out of 5 average rating, 146 reviews

Sunset Retreat: 1BR Walking Distance to the Beach

Welcome to our charming and spacious 1 bedroom Airbnb in the heart of the beach district in Stamford! This delightful 1st fl apartment offers everything you need for a memorable stay. Prime location offers the best of both worlds. Just a short 5-min stroll will take you to the local train station, providing easy access to neighboring cities and attractions. Additionally, downtown Stamford is a mere 7-min drive, where you can indulge in a wide array of dining, shopping, and entertainment options.

Apartment in Stamford

4.97 out of 5 average rating, 118 reviews

Sugar Shack Studio | Downtown Skyline Views

Location! Studio apartment located in the heart of downtown Stamford. Walk to downtown to enjoy all it has to offer, from restaurants, shopping, UCONN of Stamford and more! Centrally located and a short train ride to New York City, our apartment offers everything you need for a comfortable stay in the area. We offer free parking on the premises and the train station is a 10 minute walk. Washer and Dryer included in the building with credit card payment. This unique place has a style all its own!

Guest suite in Wilton

4.9 out of 5 average rating, 103 reviews

Serene Pond Views charming private patio…

Country Charm Awaits. 45 miles north of George Washington Bridge. Our 2 room efficacy apartment w. microwave, mini fridge & private entrance + parking space. Great WiFi, Apple TV. Enjoy views overlooking Henderson Pond. 1/4 walk to Query State Park, 36 acres w. trails. Our apartment is 4 miles from town of Ridgefield, 3 miles from Wilton town center, 6 miles from New Caanan & 8 miles from Westport Town Center. We have a couple of small puppies who will welcome you too. So we don’t allow pets…

Guesthouse in Norwalk

4.99 out of 5 average rating, 207 reviews

Adorable one-bedroom guesthouse with parking

Private, peaceful, cozy renovated cottage next to my house in a quiet residential neighborhood. Originally used as a painting and design studio, ideal for short stays and as a workspace. Luxury queen bed in upstairs loft; downstairs with refrigerator/freezer, Keurig with coffee and tea; microwave; Wifi, heat, air conditioning. There is NO RUNNING WATER in the cottage, but a lovely PRIVATE FULL BATH is just steps away in the main house AVAILABLE 24/7 exclusively for you during your stay.

Apartment in Stamford

4.88 out of 5 average rating, 162 reviews

High-Line Harbor Flat 2BD|Train|HarborPoint Access

2 bedroom apartment in the Harbor Point area in Stamford, CT. Walking distance to the train station to NYC, restaurants, parks, shops & waterfront boardwalk. 5 minute drive to downtown. Bedrooms feature DWR memory foam mattresses (Sonno Prima) guaranteeing a great nights sleep. 40 inch Roku TV w live TV & access to hook up your favorite streaming services. The apartment is located on the third floor of a multi-family home and there are two flights of stairs to walk up to the apartment .

Cottage in Easton

4.98 out of 5 average rating, 190 reviews

Cozy Modern Cottage with Fireplace

Clean, modern + large, our guest house has all the amenities and comforts of home. Cottage is dressed in whites and neutrals with natural light and plants throughout for a sacred, restful feel. Full kitchen, king bed, gas fireplace, laundry and spacious grounds with meditation hill, fire pit, stone fences, and nearby hiking trails. Pool and hot tub May-Sept. Come relax in New England's stunning natural beauty. Read our photo captions for more details. We look forward to meeting you!

Guest suite in Greenwich

4.91 out of 5 average rating, 427 reviews

Charming Greenwich studio, 0.2 miles from train

A charming and spacious "studio" with private entry/exit and very close proximity to Cos Cob train station in Greenwich. Opens to a private back yard. Small library, stone walls, small desk, private hall and bath, and room for 2 (or 3) make it ideal for a weekend getaway with easy access to NYC, Port Chester, Stamford, and New Haven. Five minute walk to Cos Cob village for bakeries, juice and coffee shops, and restaurants. Kid-friendly. Air mattress or crib available upon request.

Guest suite in Norwalk

4.9 out of 5 average rating, 111 reviews

Efficiency Garden Studio in South Norwalk, CT

Beautiful Efficiency Studio with private entrance in South Norwalk. Self-contained with private bath, kitchenette and off street parking. 10 min walk to South Norwalk Rail Station. 60 minutes to Manhattan, 10 min to historic SoNo. 10 min drive to Stamford. 5 minute drive to Merritt 7 and corporate business district. 5 minute to Norwalk Hospital. 5 min to City Hall. Close to all main arteries. Part of a quaint and charming arts & crafts bungalow, has separate entrance, very quiet.

Home in Stamford

4.97 out of 5 average rating, 218 reviews

Midcentury Modern ZenHouse Sculptor Studio

Zenhouse mission to inspire creativity, art, spirituality and rejuvenate.Experience complete tranquility in the Zen-like environment .Please read house rules before booking . Zen House Satori consists of an architecturally significant mid-century modern 3.5 acre private estate -main house @ Zenhouse in CT. This is the ideal setting for a memorable romantic getaway, solo adventures and business travelers – not to mention photoshoots and film locations! Inside Sculptor studio

Loft in Stamford

4.96 out of 5 average rating, 161 reviews

Luxury Loft Apt. with easy access to NYC & CT

Gorgeous and modern 2 bedroom apartment in Harbor Point area. Walking distance to the train station , restaurants, parks, shops, waterfront boardwalk and just 48 minutes from the Big Apple. Few minutes drive to downtown. A large kitchen and laundry with everything you may need and a spacious living room with 48 inch TV cable access and internet.The apartment is professionally cleaned & sanitized up to CDC guidelines & inspected before each stay to ensure your safety.

Apartment in Stamford

4.87 out of 5 average rating, 134 reviews

Stamford Guest Suite - This is a NO Smoking unit

1 bedroom, 1 bathroom, and large Living room and kitchen set in a wooded setting. Private entrance and off street parking. The suite is for max 2 person. There is a separate fold out twin bed in the Living Room. There is a desk for working. Nice patio with outdoor grill. Coffee maker & makings for a good cup of coffee. NO Smoking unit.

Home in Stamford

4.98 out of 5 average rating, 131 reviews

STAMFORD STUDIO CLOSE TO DOWNTOWN AND SHOPPING

Welcome, to newly renovaded small studio for one guest with private entrance, bathroom, small kitchen with microwave, coffee maker and refrigerator. Off the street parking, you have your spot reserved during your stay. One mile from I-95, walk to shopping and restaurants, five minutes drive to Stamford downtown.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Popular amenities for Stamford vacation rentals

Laptop-friendly workspace

Stay near Stamford's top sights

Stamford Town Center34 locals recommend

Macy's6 locals recommend

Trader Joe's15 locals recommend

Greenwich Point Beach28 locals recommend

Whole Foods Market54 locals recommend

The Glass House27 locals recommend

Other great vacation rentals in Stamford

Apartment in Ardsley

4.9 out of 5 average rating, 379 reviews

Lovely and well-appointed suite with full privacy

Home in Wilton

4.93 out of 5 average rating, 160 reviews

Mid Century Modern Cottage

Apartment in Stamford

4.83 out of 5 average rating, 6 reviews

Modern Luxury 1BR Apt in Downtown Stamford

Apartment in Stamford

4.92 out of 5 average rating, 12 reviews

Professional Mancave 15 min to Metro North

Apartment in Stamford

4.82 out of 5 average rating, 65 reviews

Cozy guest apartment

Apartment in Stamford

4.82 out of 5 average rating, 22 reviews

Newly Renovated 1Bd Apt in Central Stamford

Apartment in Stamford

5.0 out of 5 average rating, 51 reviews

Standalone Cottage surrounded by woods

Guest suite in Wilton

5.0 out of 5 average rating, 33 reviews

Guest suite with private enter

Other great vacation rentals in Stamford

Apartment in Stamford

4.86 out of 5 average rating, 44 reviews

Stamford’s Island Inspired Efficiency

Condo in Stamford

5.0 out of 5 average rating, 47 reviews

Downtown gem w/ parking, Wi-Fi+!

Guesthouse in Greenwich

4.88 out of 5 average rating, 82 reviews

Overlook Cabin in downtown Greenwich CT

Condo in Norwalk

4.95 out of 5 average rating, 19 reviews

*New Studio in the heart of Downtown Norwalk*

Guest suite in Stamford

4.9 out of 5 average rating, 21 reviews

The Urban Royal suite

Apartment in Stamford

4.8 out of 5 average rating, 15 reviews

Condo in Downtown Stamford

Guest suite in Stamford

4.94 out of 5 average rating, 34 reviews

Rome’s Cozy Hideout (Entire Isolated Private Suit)

Apartment in Stamford

4.93 out of 5 average rating, 14 reviews

Luxe stay in Downtown Stamford w ocean views

Quick stats about vacation rentals in Stamford

Total rentals
440 properties
Rentals with dedicated workspaces
280 properties have a dedicated workspace
Rentals with a pool
70 properties have a pool
Pet-friendly rentals
170 properties allow pets
Family-friendly rentals
160 properties are a good fit for families
Total number of reviews
13K reviews

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 340 vacation rentals in North Stamford, over 270 vacation rentals in Harbor Point, and over 270 vacation rentals in Shippan Point.
Are there vacation rentals with a dedicated workspace in Stamford?
Yes! Work meets play with ease at over 280 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 170 vacation rentals for guests traveling with pets.
Are there Stamford vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 70 vacation homes with pools in Stamford, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in townhouse rentals in Stamford?
Experience the best of Stamford with our townhouse rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do condo rentals in Stamford have self check-in?
Absolutely! We offer over 10 condo rentals with self check-in in Stamford. Enjoy a tailored experience with all the comforts you desire.
Do bed and breakfast rentals in Stamford have wifi?
Absolutely! We offer over 10 bed and breakfast 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 50 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.
Are there family-friendly vacation rentals in Stamford?
Stamford has more than 160 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

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