Holiday rentals in Stamford

4.96 out of 5 average rating, 200 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!

4.91 out of 5 average rating, 323 reviews

Flat in Spring Hill

The Seasons Luxe Pad 1 Bedroom | Center of Norwalk

The Space Private one bedroom apartment with a modern decor offers everything you need for a short or long term stay. Space includes a separate living/dining area and New York City inspired artwork. Bedroom offers a Queen Sized bed, desk, 40 inch Roku Smart TV & plenty of closet space. The Location Half mile from I-95 & near Merritt Parkway, South Norwalk train station, South Norwalk downtown and a half mile away from the Norwalk Hospital. Minutes away from shopping centers and grocery stores.

4.75 out of 5 average rating, 157 reviews

Guest suite in Stamford

Beach Walk Haven: 1 BR Lower Level

Welcome to your charming lower level one-bedroom Airbnb, perfectly situated within easy walking distance to the beach. Step into your private sanctuary and feel instantly at home. Immerse yourself in the coastal vibes as you take leisurely walks to the nearby beach, where you can soak up the sun, feel the sand between your toes, and revel in the soothing sounds of the waves. Embrace the coastal lifestyle and create unforgettable memories during your stay in this conveniently located apartment.

4.98 out of 5 average rating, 51 reviews

Stamford Grand Apartment

Welcome to your luxurious One-Bedroom + Den home at The Asher in downtown Stamford. Enjoy the vibrant city life with cafes, brunch spots, bars, and fine dining just steps away on Bedford Street. Highlights: • Request to be on the 4th floor or higher • Deep-clean before every guest • Coffee, fresh linens, & bathroom essentials provided • Co-working Lounge & Conference Rooms • 24/7 Fitness Centre & Yoga Room • Rooftop Pool and Lounge • Outdoor Grill Stations • LED recessed lighting

4.87 out of 5 average rating, 138 reviews

Modern Luxe 1BR Apt in Downtown Stamford

This super clean cozy space will be your home away from home. Located in the heart of Downtown Stamford within walking distance to shopping area, restaurants and bars. 3 minutes from the I-95 and 4 minutes from the Metro North Stamford Station with easy access to NYC. This luxury apartment has all the essentials you’ll need to rest, relax and rejuvenate. Enjoy seamless check in with key lock, fast internet, and major essentials. You’ll have access to a fitness center and rooftop.

Guest suite in Spring Hill

5 out of 5 average rating, 35 reviews

Cozy 1 Bd Private Entrance In-law Suite & Hot Tub

Charming Getaway in Norwalk, CT - Discover comfort and convenience in this cozy low ceiling short-term rental located just 5 minutes from local markets, dining spots, Norwalk River Valley Trail, Norwalk Hospital and shopping centers. Perfect for single travelers, work related or weekend adventurers, this space offers a warm, inviting atmosphere with modern amenities. Enjoy easy access to local attractions and scenic spots, the perfect base for exploring coastal Connecticut!

4.94 out of 5 average rating, 207 reviews

Loft in Harbor Point

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.

4.99 out of 5 average rating, 134 reviews

Home in Glenbrook

45 Minutes from NYC | Urban Hideaway 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.

4.84 out of 5 average rating, 158 reviews

Home in Stamford

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.

4.81 out of 5 average rating, 175 reviews

Guest suite in Wilton

Guest suite with private enter

Private room with private enter and bathroom attached dedicated work space and privat parking. On a 1.5 acres property. With fast internet. Located 5 minutes of walking distance from ASML office park, 5 minutes drive from Norwalk corporate park, 9 minutes drive from Wilton Downtown and 15 min drive from Norwalk train station. Close to a lot of restaurants, coffee shops, stores and parks. The owners live in other part of the house. Family owns cats.

5 out of 5 average rating, 87 reviews

Cozy King BR | Walk to beach | Close to downtown

Welcome to the Lounge on Webb! Your cozy, little private oasis! It’s the perfect stay located just 10 minutes from Stamford’s downtown area and walking distance to Cove Beach and Chelsea Piers. Conveniently located just 40 minutes from NYC by train or car, you can spend your day exploring the Big Apple! Whether you’re here for business or leisure, this apartment provides the perfect blend of comfort and convenience!

4.97 out of 5 average rating, 198 reviews

Cottage in Stamford

Magnolia Cottage

Cozy cottage on a three acre wooded property in North Stamford. Main house shares the large circular driveway. A vast wall of windows facing a private garden invites one to relax in the knotty pine interior. Fully equipped. Perfect for a couple. We are available and friendly but tend to let guests have their private retreat unless they want information or help from us.

Holiday rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Bungalows

Intimate homes, inviting architecture

Flats

Convenient locations with everyday essentials

Popular amenities for Stamford holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Stamford

4.98 out of 5 average rating, 42 reviews

Private room in Stamford

Sun Room

YoungJuRating, 5 stars2 days ago

Everything was great to me. Carmen was so kind and communicative.

Private room in Dobbs Ferry

4.94 out of 5 average rating, 373 reviews

Small cozy room in historic 1828 Dobbs Ferry home.

SusanRating, 5 stars1 week ago

Joanna is an awesome host and person! She went above and beyond doing everything to help me and make my visit comfortable and fun. Great location too. Walk to everything. Train to NYC is super close. Highly recommend this place!

Private room in Greenwich

4.86 out of 5 average rating, 420 reviews

2 Greenwich walk to train 10 mins

TyeshaRating, 5 stars2 weeks ago

Exactly what was advertised! I loved how thoughtful Bob was with curating a list of restaurants and resources. The extra things for the bedding and super thoughtful. Definitely will go to again!

Flat in Glenbrook

5 out of 5 average rating, 4 reviews

Deluxe 1BR in Downtown Stamford w/ Parking & Wifi

BradleyRating, 5 stars3 weeks ago

We had a little difficulty figuring out how to get in, but once we figured it out, it was great. The rooms are very nice; the gym is great; Scott was very responsive and extremely helpful. Highly recommended. B A-G

Private room in Riverside

4.91 out of 5 average rating, 212 reviews

Private basement bedroom /bathroom in family home

JosueRating, 5 stars1 week ago

For us this place was perfect for what we needed to do this weekend. The area is beautiful, lots to do if you ever should find yourself in this area and need a place to stay. Carolyn was very receptive and had everything well prepared for the Airbnb!

4.81 out of 5 average rating, 208 reviews

Private room in Stamford

Sunshine Room by harbor downtown beach, I-95&Train

PeterRating, 5 stars2 weeks ago

Andrew was great, great space. Would recommend.

4.93 out of 5 average rating, 42 reviews

Spacious. Water Views & Access. Steps to Beach.

DeniseRating, 5 stars1 week ago

Excellent host, fabulous location. Our stay was amazing with excellent amenities. The bed was amazing so comfortable and a very peaceful location right next to Cove Beach. Everything was as described. A truly lovely apartment and everything we needed… and with parking. Can’t wait to stay again. Loved the tranquil garden and loved watching the birds and squirrels. We cannot say how much we enjoyed our stay….absolutely excellent.