
House holiday rentals in Stamford
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Top-rated house rentals in Stamford
Guests agree: these houses are highly rated for location, cleanliness and more.

1956 House of the Year Award. Easy commute to NYC.
Architectural masterpiece, designed by famous architect Ulrich Franzen. House of the year awarded in 1956 by Architectural Record, featured in LIFE and House and Garden magazines. Taste the unique experience of modernist living, surrounded by nature yet walking distance to the beautiful town of Rye, the beach, natural parks and 45m by train to NYC. The house is filled with light,all the rooms have forest views,you feel inmersed in nature while enjoying the magical experience of modernist living!

Luxurious Barn With New England Charm
Three decades of tasteful renovations — many using re-purposed material — have rendered this converted barn magazine-worthy. Set-back from the road on 1-acre of wooded land with a babbling brook, this conveniently-located modern home maintains its rustic allure. With 30-foot ceilings, exposed wooden beams, dozens of windows, an array of eclectic furniture, and a grand piano, the charm of the barn is immediately obvious. Perfect for romantic getaways, small retreats, family gatherings, and more.

Spacious 3b/3b Mediterranean in White Plains
Bring the whole family to this great place with lots of room for fun, relaxation or hosting! This 3bed/3bath Mediterranean is freshly renovated with stylish touches & comfy furniture. The main floor of this multi family serves as a great spot to bring the family while visiting the area. The house boasts an oversized living room, formal dining room, large chef's kitchen, and plenty of sleeping space. With heat & AC throughout the entire 2k sf unit, this house is great for anything& everything!

Midcentury Modern ZenHouse Sculptor Studio
Mid-century modern historic private estate surrounded by river @Zenhouse_satori and main house. Great for memorable romantic getaway, photoshoots and film locations! ZENHOUSE mission is rooted in the values of respect, creativity, and excellence. Inspired by the timeless principles of Zen, we offer a luxurious and exclusive experience where tranquility blends with art, spirituality, and nature. We provide a serene environment and personalized service to awaken your true nature and find Zen

Family Cottage with 4 King Beds and Fire Pit
Escape to Norwalk Cottage, a beautifully designed 4-bedroom, 2-bath home perfect for 8 guests. This family-friendly getaway features a fully stocked kitchen, cozy fireplace, and a fun basement playroom. Relax in the private backyard with a deck, grill, and fire pit. Located on the quiet Norwalk/Westport border, you're just minutes from Calf Pasture Beach, great restaurants, and the vibrant SoNo district. Enjoy central air, fast WiFi, and a dedicated workspace for the perfect year-round escape.

Designer Beach Retreat on Exclusive Cedar Beach
Welcome to your own slice of heaven! Enjoy dinner in your Chef's kitchen while watching one of the most radiant sunsets you will ever see. Stunning views from the private rear deck or snuggled on the couch inside the living room. Wade into Long Island Sound with semi-private beach access 250 feet away. The property is 5 doors down from the CT Audubon Society, known for its epic views and wildlife watching. The sunrises & sunsets are beautiful! 15 minutes to Yale. We can't wait to host you!

Spectacular Lake Views from Every Room & Garden
Our property boasts unparalleled views of Greenwood Lake and the mountains beyond. Our private garden features a seasonal waterfall cascading into a lily pond with fish and frogs. The shaded patio offers panoramic views and a gas grill. During the winter months, after skiing at nearby slopes, unwind in the claw foot tub or retreat to the cozy ambiance of our living room, with exposed wooden ceilings, a welcoming fireplace, a smart TV, a record player and board games.

45 Minutes from NYC | The Little House in Stamford
Welcome to our charming home! Escape the city and unwind in this fully equipped house, just 5 minutes from downtown Stamford, CT. We’re conveniently located 5 minutes from I-95, as well as Cove Island and Shippan Beach, top restaurants, parks, grocery shops, and pharmacies. Our house is only 45 minutes from New York City. It’s the perfect spot for a fun and relaxing stay! With thoughtfully curated decor and all the comforts you need, you’ll truly feel right at home.

Gem by the water+ firepit and all fenced backyard
Take it easy at this unique and tranquil getaway. One block away from the water and three blocks away from Dolphin Cove. Enjoy walkings and site-seeings. Perfect for going kayaking, paddle boarding or just stay relaxing in the backyard. It is located at 5 minutes walking distance from the train station and 7 minutes away from downtown. Bus stop in front of the house. The house has a lower level that mostly is occupied by the host and sometimes with guests.

Walkable Townhouse with Garage 45 min to NYC
Please add us to your wishlist for easy access, or message us if you have any questions! -Walk to Downtown Stamford -Free attached parking garage -Minutes from the train station, I-95, and hospital -Shared backyard for relaxing, grilling, or enjoying a quiet morning coffee A relaxing and worry-free stay just minutes from everything you need, ideal for families, business travelers, or long-term guests looking for comfort and convenience.

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.

Country Home&Children Welcome
Charming Colonial emerged with flower gardens located on very quite road. Very child friendly, walking neighborhood. Lovely front porch @ back deck to enjoy. Minutes from Merritt Parkway @ I 95.,BBQ,Central Air Swing set,Sand toys, 2 night minimum stay for summer months until Labor Day.
Popular amenities for house rentals in Stamford
House rentals with a pool

Joyful Beach House, viewing The Great South Bay

Entire Home (private pool), Event Friendly

GOOD VIBEZ HOUSE! Mini Golf+Pool+Hot Tub+Game Room

Port Jefferson Convenient, Cozy and Chic!

Gorgeous Waterfront and Indoor Pool Family Oasis!

Sleeping Giant Stay/Swim Spa w/Tread/Tonal/Peleton

Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town

Luxury modern farmhouse with heated pool & hot tub
Weekly house rentals

1Bd Cottage in Greenwich | Designer Stay near NY

Adorable Beach House on LI Sound

Family friendly

1840Farmhouse, 65"OLED4k, firepit, 3x4ktvs, 3acres

Serene Retreat in the Hills w/Jacuzzi

Seashell Bungalow | 3 Bed 1 Bath | Beach House

Convenient and Cozy Antique Cape

Stareway to Heaven
Private house rentals

Spacious Home Near Beach + Train Sleeps 10+ | Yard

Charming Riverview Home • Firepit • Train & I-95

Hudson Luxe 79

River Cottage in Weston, CT

Arkadia House Mid-century retreat with pool & view

1 King Bed/1 Bath 750 SF Cottage Loft Style Home

Primary Beachfront house

Magical Weston Retreat
When is the best time to visit Stamford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $225 SGD | $211 SGD | $229 SGD | $279 SGD | $257 SGD | $358 SGD | $312 SGD | $307 SGD | $234 SGD | $275 SGD | $276 SGD | $304 SGD |
| Avg. temp | 0°C | 1°C | 4°C | 10°C | 16°C | 21°C | 24°C | 24°C | 20°C | 14°C | 8°C | 3°C |
Quick stats about house rentals in Stamford

Total holiday rentals
Explore 160 holiday rentals in Stamford

Nightly prices starting at
Stamford holiday rentals start at $38 SGD per night before taxes and fees

Verified guest reviews
Over 5,830 verified reviews to help you choose

Family-friendly holiday rentals
100 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 60 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wifi availability
160 of Stamford holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Stamford rentals

4.8 Average rating
Stamford stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
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- Family-friendly rentals Stamford
- Rentals with a firepit Stamford
- Rentals with beach access Stamford
- Apartment rentals Stamford
- Rentals with a washing machine and dryer Stamford
- Rentals with breakfast Stamford
- Rentals with pools Stamford
- Cottage rentals Stamford
- Rentals with a fireplace Stamford
- Private suite rentals Stamford
- Rentals with an EV charger Stamford
- Pet-friendly rentals Stamford
- Flat rentals Stamford
- Waterfront rentals Stamford
- Rentals with outdoor seating Stamford
- Fitness-friendly rentals Stamford
- Rentals with a patio Stamford
- Rentals with a hot tub Stamford
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- Times Square
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- Central Park Zoo
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