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Holiday rentals in Stamford

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Top-rated holiday rentals in Stamford

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

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Flat in Stamford

4.82 out of 5 average rating, 148 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.

21–28 Apr

€ 164 per night

Guest favourite

Flat in Stamford

4.97 out of 5 average rating, 126 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!

16–23 Mar

€ 163 per night

Guest favourite

Guest suite in Wilton

4.9 out of 5 average rating, 105 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…

21–28 Nov

€ 165 per night

Guest favourite

Guest suite in Bayville

4.91 out of 5 average rating, 429 reviews

Romantic, Cozy and Private, 1 Block from Beach

Relax in your private romantic retreat with Canopy Queen Bed & Beautiful modern bathroom, 1 Block from beach, Second floor studio with small fridge, microwave, coffee maker, induction cook top, SmartTV... Just 7 min from the Long Island Railroad, Oyster Bay stop. Near to restaurants, shops, tennis courts. You can go biking, swimming, fishing, play golf, rent kayaks, motor boats, paddle boards. Visit Arboretums, Historic sites, Parks, walk along the water, go to the nearby movies and more...

30 Jan – 6 Feb

€ 84 per night

Guest favourite

Guest house in Norwalk

4.99 out of 5 average rating, 209 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.

29 Nov – 6 Dec

€ 138 per night

Flat in Stamford

4.88 out of 5 average rating, 164 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 .

5–12 Mar

€ 158 per night

Guest favourite

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.

13–20 Sep

€ 102 per night

Guest favourite

Home in Stamford

4.97 out of 5 average rating, 220 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

11–18 Nov

€ 434 per night

Guest favourite

Loft in Stamford

4.96 out of 5 average rating, 163 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.

26 Sep – 3 Oct

€ 234 per night

Guest favourite

Flat in Brookfield

4.94 out of 5 average rating, 186 reviews

Peaceful apartment on 3.5 acres w/ Artist studio.

Welcome to our cozy apartment! This fully enclosed apartment is attached to our main house on a beautiful 3.5-acre property in Brookfield. Enjoy a kitchen, comfortable living and bedroom area, and a clean bathroom. Guests have access to a shared 32 ft, 10 ft deep pool, artist studio, pool table,, garden, fire space, and outdoor seating. We provide a guidebook for your convenience. Book now and experience a perfect blend of comfort, creativity, and relaxation.

2–9 Jan

€ 128 per night

Guest favourite

Guest suite in Haverstraw

4.95 out of 5 average rating, 298 reviews

Haverstraw Hospitality Suite

Quiet & cozy suite, with a comfortable full bed & private bathroom in newly renovated garden (basement) level of a single-family home. WiFi/air conditioning & heat unit/FiOS cable - roku TV. Coffee/tea available. Rollaway available for an extra bed. The neighborhood is quiet, and parking is available in the driveway. Feel free to come and go as you please -- we hope our guests feel like this is their home away from home:)

12–19 Dec

€ 82 per night

Guest favourite

Home in Stamford

4.98 out of 5 average rating, 132 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.

22–29 Sep

€ 112 per night

Holiday rentals for every style

Get the amount of space that is right for you

Houses

A space that's all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Flats

Convenient locations with everyday essentials

Popular amenities for Stamford holiday rentals

Free parking on premises

Air conditioning

Stay near Stamford's top sights

Macy's6 locals recommend

Stamford Town Center34 locals recommend

Trader Joe's15 locals recommend

Greenwich Point Beach28 locals recommend

Whole Foods Market54 locals recommend

The Glass House27 locals recommend

Other great holiday rentals in Stamford

Guest favourite

Guest suite in Fairfield

4.93 out of 5 average rating, 112 reviews

Adorable private apt w/ W/D in lovely neighborhood

8–15 Aug

€ 143 per night

Guest favourite

Home in New Paltz

4.97 out of 5 average rating, 680 reviews

Victorian Haven

12–19 Apr

€ 128 per night

Guest favourite

Guest suite in Fairfield

4.92 out of 5 average rating, 114 reviews

Suite; 1 Bedroom & Living Area/Xtra Bedrm; Kitchen

2–9 Jan

€ 135 per night

Guest favourite

Guest house in Norwalk

5.0 out of 5 average rating, 115 reviews

Private one bedroom cottage on Conn. seashore

11–16 Jul

€ 378 per night

Guest favourite

Guest house in Peekskill

4.94 out of 5 average rating, 212 reviews

Peekskill Carriage House Downtown Studio

1–8 Sep

€ 136 per night

Guest favourite

Flat in Ardsley

4.9 out of 5 average rating, 380 reviews

Lovely and well-appointed suite with full privacy

7–14 Jan

€ 112 per night

Guest favourite

Flat in Harrison

4.96 out of 5 average rating, 247 reviews

Luxury Private Apartment - Walk to Train for NYC!

31 Mar – 7 Apr

€ 134 per night

Guest favourite

Flat in Redding

4.94 out of 5 average rating, 459 reviews

Huckleberry Quarters, the Cozy Redding Retreat.

25 Oct – 1 Nov

€ 152 per night

Quick stats about holiday 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

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