Cottage holiday rentals in Stamford

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Popular amenities for Stamford cottage rentals

Cottage rentals with a hot tub

Cottage in Ocean Beach
5 out of 5 average rating, 18 reviews

Charming and Adorable Beach Cottage

LisaRating, 5 stars24 months ago
Louise's place was perfect. Louise was so easy to communicate with, super responsive, kind, thoughtful and truly appreciated that she had the option of flexible dates (instead of so many sat to sat or sun to sun requirements in summer). The cottage was cozy, cute, spotless & well stocked. My teenage kids loved the hot tub (as it was a bit chilly in the evenings) and I loved the outdoor shower. We loved having the bikes to take rides around the Island and loved the location. Our only regret is that we didn't get to stay there longer! We will definitely try to stay at Old Snuggler again!
Guest favourite
Cottage in Guilford
4.95 out of 5 average rating, 181 reviews

Luxury cottage by the sea with hot tub and pool

LauraRating, 5 stars2 weeks ago
My friend and I stayed here for a quick two-night getaway and had a great experience. The space is quiet, cozy, and super well taken care of. The view of the water from the living area is beautiful, and we spent both mornings sitting outside with coffee, and afternoons enjoying the view from the hot tub. We appreciated that the kitchen was fully stocked with all the cooking equipment we needed for nights in—and that Mary had a whole list of spots to check out for adventures out (local shops, antique spots, and really solid lobster rolls!) If you’re looking for a low-key, clean, calm place to relax, recharge, and still have easy access to town, this is a great pick. We’d absolutely come back.
Superhost
Cottage in Greenwood Lake
4.84 out of 5 average rating, 210 reviews

Cozy Cottage | HotTub & Family Rm | 1H fr NYC

Daphne FiguereroRating, 5 stars1 week ago
We booked the house for five nights for a group of six adults and had a lovely visit. Gabriela was a fantastic host communicating super promptly to our questions. It rained 90% of the time so we used the interior of the house to the fullest, and not the exterior (no fire pit, bikes, or hot tub) so cannot comment on those features. All appliances worked well. Kitchen is helpfully labeled and well stocked with kitchenware. The beds were very comfortable, towels fluffy, and downstairs family/game room is a great space for all ages. Furniture was comfortable, dining table was welcoming and though the house shows a bit of wear and tear here and there, everything was clean, tidy, and decorated appealingly. Tip: Bellvale Market just 7” away had great quality food products; Warwick, a quaint larger town, is just 10-15” away providing all other conveniences.
Top Guest favourite
Cottage in Plymouth
5 out of 5 average rating, 20 reviews

Lakefront Escape | Cool Tub | Game Room | Fire Pit

RamonRating, 5 stars5 days ago
Such a lovely home! actually better than I expected! Will definitely book again. It’s honestly a no brainer after staying there. I can recommend this place 100%!
Top Guest favourite
Cottage in Greenwood Lake
4.97 out of 5 average rating, 117 reviews

Romantic Experience Secluded Lake House + Hot Tub

KenRating, 5 stars1 week ago
What a wonderful experience! I wanted to celebrate my wife’s birthday and this was a fantastic place to do it! We had a terrific time. The house is beautiful and well appointed. Location was great . Visited 2 Farmer’s market and enjoyed the beauty in general. We will return! Thank you for being a gracious host!❤️
Guest favourite
Cottage in Bellport
4.93 out of 5 average rating, 27 reviews

Renovated Historic Cottage w/ Pool Bellport Vllage

KellyRating, 5 stars9 months ago
Tabitha's place was perfect for our group stay. Right in the middle of town and perfect for what we needed for the week!
Guest favourite
Cottage in Bethlehem
4.98 out of 5 average rating, 107 reviews

Cozy Getaway | Pet Friendly | Litchfield Cty

AmyRating, 5 stars6 days ago
I wanted a weekend getaway for my son’s 13th birthday that landed on Friday the 13th, I came across this cabin airbnb and decided to book and give it a try. this location is an hour away from our home and gave us that peace of paradise we were looking for. the cabin felt like home and had everything you can possibly need. I honestly wish I can give higher than a 5 star because this cabin was perfect. I’ll be booking again for a winter weekend getaway. thank you for hosting my family and I.
Superhost
Cottage in Cold Spring
4.78 out of 5 average rating, 230 reviews

Cozy Countryside Cabin Spa/Fireplace/Enclosed Yard

EdgarRating, 5 stars5 days ago
Very nice peaceful places and very good service i will definitely be back soon, thank you

Pet-friendly cottage rentals

Guest favourite
Cottage in Middlefield
4.92 out of 5 average rating, 247 reviews

Lake Beseck cottage

MaryRating, 5 stars3 weeks ago
We loved our stay here. It was the perfect place for two of us and our dog. The home was just as described, welcoming, cosy and well equipped, and we appreciated all the local recommendations. We enjoyed local walks, the lake, and the great dog park, as well as easy access to Middletown to visit our son. Elisabeth and Daniel were fantastic hosts!
Guest favourite
Cottage in Gardiner
4.93 out of 5 average rating, 320 reviews

Tiny cottage on DiR mini farm

VictoriaRating, 5 stars1 week ago
This was our second visit to this charming cottage and it did not disappoint. Amitai is a wonderful host. He reached out after our check-in to make sure all was well, which it was. The cottage is charming, and the surrounding countryside is gorgeous. Our favorite spot at the cottage is the screened in porch that overlooks a small pond. At night there was a chorus of frogs that was sublime. Minnewaska State Park is a short drive away which we loved! There were a few grass cutters and lawn mowers interrupting the quiet which was unfortunate, but when they stopped the peace and quiet returned, and we were happy.
Guest favourite
Cottage in Greenwood Lake
4.93 out of 5 average rating, 189 reviews

Cozy home in the Village of Greenwood Lake

MichelineRating, 5 stars1 week ago
I love the fresh air flowing throughout this entire little cottage. Every room invites dappled sunlight filtered through lush summer foliage. It is truly cozy, whether enjoying a coffee on the back porch, journaling at the desk or chilling on the big comfy couch. Walk out the door and the lake and charming downtown are steps away. I find myself thinking I could truly spend a happy month, here. Stay. Return. I know I will.
Guest favourite
Cottage in Norwalk
4.94 out of 5 average rating, 69 reviews

Seaside Serenity: 2B 1B, Patio,Near Beach

JudithRating, 5 stars1 month ago
The cottage is as pictured. Very clean with everything I needed. The area is beautiful for walking on the beach or the streets around the cottage. WiFi was strong throughout the cabin for working. Thanks Bert for your attention and listing this cottage.
Superhost
Cottage in Carmel Hamlet
4.83 out of 5 average rating, 162 reviews

Lake Cabin Escape–Fenced Yard+Firepit.Dogs welcome

ErinRating, 5 stars1 week ago
This place was wonderful. We were only there for a quick stay, and it was rainy, but that was ok because the cabin was so cute and cozy and fun. A bit of time sitting in the chairs out front in the morning with my coffee was exactly the quick weekend rejuvenation I needed. The cabin had everything we needed (and plenty of things we didn't need on this trip, but you might! I could see us playing board games or relaxing out on the back patio on a future trip.) A previous reviewer said this spot is what you expect an Airbnb to be, and that's exactly right. We picked it at first because it was convenient to a few Westchester things we needed to do, but we didn't want to drive home afterwards to CT on a summer Friday night. Spending this little bit of time in the Carmel area was genius because now we can't wait to go back there specifically for a real visit!
Top Guest favourite
Cottage in Guilford
4.94 out of 5 average rating, 270 reviews

The Cottage at Indian Cove

TaraRating, 5 stars1 day ago
This was a lovely cottage and location, part of a private beach community, on a very quiet road, with partial views of the Long Island Sound. Gail was thoughtful to put out a nice welcome basket and some cold sodas and bottle water in the fridge. Perfect spot for two to three people. Close to Guilford main green, dock and nearby Stony Creek and Madison. We didn't make use of the bikes and kayaks bc it rained in the mornings, but we enjoyed one of the two beach just a few minute walk away. Jacob's cove area is a gem.
Guest favourite
Cottage in Milford
4.95 out of 5 average rating, 103 reviews

SILVER SANDS BEACH COTTAGE MILFORD NEAR YALE/TRAIN

OliviaRating, 5 stars1 month ago
A very cute and wonderful place to stay! Cozy, clean, private, and incredibly close to the beach! Lisa was extraordinarily understanding about the check-out time and process, would LOVE to stay again! :)
Guest favourite
Cottage in Guilford
4.93 out of 5 average rating, 273 reviews

Charm + location. Walk to beach, town, & harbor.

MaryRating, 5 stars2 weeks ago
Jeanne's place was perfect for my trip to Guilford. Excellent location, close to the Green and to the water, quiet, peaceful. The house had everything I needed and more, Jeanne was super responsive and kind, and the bed was comfortable.

Private cottage rentals

Guest favourite
Cottage in Lordship
5 out of 5 average rating, 33 reviews

Waterfront Beach Cottage in Connecticut

ErikaRating, 5 stars1 week ago
Eglantine’s place was an absolute DREAM! The pictures do not do it justice, it is much bigger than expected! It really feels like you are on your own private beach. It is so private and calm and peaceful. Both indoor and outdoors are absolute perfection and no matter where you sit, it’s the best seat in the house. Eglantine is also extremely friendly and always responsive. We most certainly would recommend her place to anyone looking for a peaceful and beautiful getaway and would love to book again sometime soon!!
Guest favourite
Cottage in New Fairfield
4.97 out of 5 average rating, 36 reviews

Sunset Cabin Modern Home Kayak FirePit Lake Access

AlendaRating, 5 stars2 weeks ago
Great place that looked just like the pictures! We would definitely rent again. Brad always responded right away to my messages.
Guest favourite
Cottage in Putnam Valley
4.94 out of 5 average rating, 86 reviews

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

A.D.Rating, 5 stars2 weeks ago
Our stay was very enjoyable. Everything we were looking for from grilling on the deck, watching sports and movies in the theater, hanging at the fire pit, sleeping in comfortable beds and getting in some early season swimming at the pool!
Superhost
Cottage in Kings Park
4.8 out of 5 average rating, 176 reviews

Cozy Riverside Cottage

BryanRating, 5 stars1 month ago
Great host, very fast to respond and super helpful. The space is perfect, worked well for our family of 4 (2 young children). We will definitely stay there again when returning to the area. Thank you!
Guest favourite
Cottage in West Orange
4.87 out of 5 average rating, 207 reviews

Cozy Pool Cottage

ToddRating, 5 stars3 days ago
The place worked perfectly for what I had needed. Travel a lot for work, and this time my wife and son came to visit for a few days of the stay. Host was very nice and helped us with accommodations and recomendations of local eateries. Very much enjoyed our time here, would stay again.
Guest favourite
Cottage in Putnam Valley
4.96 out of 5 average rating, 25 reviews

3 Br Cottage near Lake w Private Dock, 1 hr to NYC

CarolynRating, 5 stars7 months ago
The cottage was inviting and enabled family time around the fireplace. The kitchen was well equipped with everything in good working condition. The master bedroom was warm and comfortable. The bathroom suitable. The walk down to the lake, as described in the listing, was a favorite. Watching the sunset over the water was memorable and gave a nice photo op.
Top Guest favourite
Cottage in Warwick
5 out of 5 average rating, 60 reviews

Ranch in the Woods | A Peaceful Designer Retreat

KarismaRating, 5 stars1 week ago
Super peaceful and very clean. Would 100% stay again
Guest favourite
Cottage in Centerport
4.93 out of 5 average rating, 133 reviews

NYC/Long Island - cozy garden cottage!

RobertRating, 5 stars3 weeks ago
Perfect spot for a visit to the area. Great walking and running roads. Very quiet. Louise is an excellent host.

Destinations to explore