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Check prices for these dates

Next weekend
7 Saf. - 9 Saf.
In two weeks
14 Saf. - 16 Saf.
In one month
28 Saf. - 2 Rab. I
In two months
28 Rab. I - 30 Rab. I

Compare 49 Cottages in Westport with updated reviews, rates, and availability.

California cozy cottage/studio in the middle of the Greenwich
Outdoor dining

California cozy cottage/studio in the middle of the Greenwich

10.0 out of 10, Exceptional, (2)
"We really enjoyed our stay here. Olga's Cottage had many thoughtful details that set it apart from the usual app rental experience. The space has been cleverly renovated to pack in a lot of amenities, and Olga was very responsive. We enjoyed the quiet and seclusion compared to our previous stay at the nearby Hyatt, with its paper-thin walls."
California cozy cottage/studio in the middle of the Greenwich
Cos Cob Cottage: Full Kitchen, Fenced Patio, Private Parking, Walk to Restaurants, Shops, and Parks

Cos Cob Cottage: Full Kitchen, Fenced Patio, Private Parking, Walk to Restaurants, Shops, and Parks

10.0 out of 10, Exceptional, (2)
"2 night stay over Thanksgiving holiday. Cozy Cottage was just lovely. Fully applianced and stocked kitchen. Large bathroom-super soft towels. King size bed was comfy and cozy. Living room was perfect for relaxing. Rules clearly communicated. Owners were very helpful and responsive. Driveway a little tricky to maneuver when parking spots are occupied. Safe location…. Good walking and exploring in the area "
Cos Cob Cottage: Full Kitchen, Fenced Patio, Private Parking, Walk to Restaurants, Shops, and Parks
Cozy Cabin @ Sticks & Stones Farm

Cozy Cabin @ Sticks & Stones Farm

8.0 out of 10, Very Good, (2)
"If you pictured this property minutes from the historic district of Newtown it’s exactly that. The space brings to life the feeling of the rustic yet comfortable aspect of Connecticut. My adult son and teenage daughter were comfortable but thoroughly enjoyed the living room fireplace. This location is 10 minutes away from restaurants that will please most families with a mix of family to high end with a side of fancy. "
The price is SAR 356
SAR 716 total
includes taxes & fees
7 Feb - 8 Feb
Cozy Cabin @ Sticks & Stones Farm
Trendy 1 bedroom +loft apartment w/ parking
Interior

Trendy 1 bedroom +loft apartment w/ parking

10.0 out of 10, Exceptional, (7)
"We really enjoyed this place and location. Everything as advertised. Clean, safe area with great parking, convenient to 95 and all of Stamford, comfortable bed, W/D steps away. "
Trendy 1 bedroom +loft apartment w/ parking
Beach house cottage steps to private beach in the heart of Bayville
Beach

Beach house cottage steps to private beach in the heart of Bayville

10.0 out of 10, Exceptional, (9)
"Great location. Very clean modern cottage by the sea. Would love to stay again. "
Beach house cottage steps to private beach in the heart of Bayville
🔥Fairfield County Cozy cottage , super close great adventure
Living area

🔥Fairfield County Cozy cottage , super close great adventure

9.8 out of 10, Exceptional, (7)
"Clean property, quiet neighborhood, great location. Close to Sacred Heart Univ."
🔥Fairfield County Cozy cottage , super close great adventure
Cozy Riverside Cottage
Exterior

Cozy Riverside Cottage

10.0 out of 10, Exceptional, (1)
"Cottage is very comfortable and clean. Neighborhood is quiet and in natural surroundings. Be prepared for spotty reception (screenshot access code) but WiFi is excellent in home, so is the TV/music system. Over all, excellent value and great accommodations in a beautiful spot. Only needed it for the weekend, but would book as a destination for some peace and quiet."
Cozy Riverside Cottage
Beach cottage on private beach!
Beach

Beach cottage on private beach!

10.0 out of 10, Exceptional, (4)
"It was a very nice cottage. Great price for staying right on the beach"
Beach cottage on private beach!
Waterfront Beach Cottage Sunset Oasis Village Parks Music Winery Brewery 1hr NYC
Miscellaneous

Waterfront Beach Cottage Sunset Oasis Village Parks Music Winery Brewery 1hr NYC

9.0 out of 10, Wonderful, (7)
"Very comfortable space & accomodating host! Fantastic views of Northport Harbour and steps away from the water's edge! Would return and strongly recommend."
The price is SAR 536
SAR 1,005 total
includes taxes & fees
3 Feb - 4 Feb
Waterfront Beach Cottage Sunset Oasis Village Parks Music Winery Brewery 1hr NYC
Renovated Milford Beach home by Charles Island/Silver Sands Pk
Beach

Renovated Milford Beach home by Charles Island/Silver Sands Pk

10.0 out of 10, Exceptional, (4)
"This place was perfection for my mom and I. The location was easy to get to from highway, the inside of the place was spotless, updated and cozy and property owner Susana was highly responsive to any questions we had. The location was ideal for walks both on the beach and on walking paths. We will definitely stay again in the future. "
Renovated Milford Beach home by Charles Island/Silver Sands Pk
Adorable 1-Bedroom Cottage in Weston, CT
Living-Room view from Mezzanine

Adorable 1-Bedroom Cottage in Weston, CT

10.0 out of 10, Exceptional, (36)
"Enjoyed our stay. Jacques is probably the most responsive owner I have ever rented from. Makes a real difference. Always helpful with any queries. "
The price is SAR 731
SAR 1,126 total
includes taxes & fees
3 Feb - 4 Feb
Adorable 1-Bedroom Cottage in Weston, CT
Charming 2 Bedroom Cottage in Peaceful New Canaan
Property grounds

Charming 2 Bedroom Cottage in Peaceful New Canaan

2.0 star property
10.0 out of 10, Exceptional, (2)
"We had a wonderful Christmas getaway with family at the “Ice Cream Cottage”. It is much more spacious than it looks on the outside.It was clean and had everything we needed. Host was attentive to any questions we had.The fenced in yard was great for our “fur baby” to run around."
Charming 2 Bedroom Cottage in Peaceful New Canaan
Quiet Commack Cottage w/ Pool, 8 Mi to Beach!
Commack Vacation Rental | 3BR | 1BA | 1,300 Sq Ft | 3 Steps Required for Access

Quiet Commack Cottage w/ Pool, 8 Mi to Beach!

8.8 out of 10, Excellent, (5)
"Check in and check out were very easy. The owner replied quickly to my questions. The home was clean and comfortable. The location is very close to major highways with a lot of shopping and restaurants nearby. The neighborhood itself was quiet. "
Quiet Commack Cottage w/ Pool, 8 Mi to Beach!
A Hidden Gem! Cozy Cottage with Wood Stove, Garden! 8 guest - 4 bedrooms-2 baths
Exterior

A Hidden Gem! Cozy Cottage with Wood Stove, Garden! 8 guest - 4 bedrooms-2 baths

2.0 star property
10.0 out of 10, Exceptional, (2)
"The pictures do not do this cottage justice. The Christmas decorations were a great surprise too. Plenty of room for all 8 of us with everything we need nearby. "
A Hidden Gem! Cozy Cottage with Wood Stove, Garden! 8 guest - 4 bedrooms-2 baths
Westport "Gold Coast" across from Southport beach
Property grounds

Westport "Gold Coast" across from Southport beach

10.0 out of 10, Exceptional, (83)
"House was perfect and in a great location. It was clean, well-stocked and had everything you might need - either winter or summer. The owner was incredibly helpful. Unqualified highest recommendation "
Westport "Gold Coast" across from Southport beach
Sun and Fun on the beach!!
You are here!

Sun and Fun on the beach!!

9.6 out of 10, Exceptional, (15)
"Very good place on the beach….and beach walking Paul communication was very timely"
Sun and Fun on the beach!!
Tranquil 1 bedroom cottage with King size bed & Fireplace in charming Bethel, CT
Living area

Tranquil 1 bedroom cottage with King size bed & Fireplace in charming Bethel, CT

10.0 out of 10, Exceptional, (4)
"Best vrbo we every stayed at"
Tranquil 1 bedroom cottage with King size bed & Fireplace in charming Bethel, CT
South Salem Vacation Rental w/ Furnished Deck!
South Salem Vacation Rental | 1BR | 1BA | Stairs Required | 950 Sq Ft

South Salem Vacation Rental w/ Furnished Deck!

10.0 out of 10, Exceptional, (2)
"This was the second time I stayed at this property and really do love it. It is close enough to my family in Ridgefield for me to fee like I am just around the corner, while being in a quiet, peaceful private property. The setup was perfect for myself and my mom, but could also accommodate a larger group. It isn’t a big space, but had everything that we needed. I would highly recommend this property and will definitely be looking to stay here again on another visit. Thank you!"
South Salem Vacation Rental w/ Furnished Deck!
Charming 3 Bedroom Beach Front Cottage
Living room with view of ocean

Charming 3 Bedroom Beach Front Cottage

2.0 star property
10.0 out of 10, Exceptional, (2)
"Stayed here while attending the Soundside Fest. Perfect location to be away from the busy Bridgeport area. The water is right there and it’s the perfect space for a weekend get away."
Charming 3 Bedroom Beach Front Cottage
Escape to 'River Cottage. Ready for hiking, fishing, or a peaceful break?
Living area

Escape to 'River Cottage. Ready for hiking, fishing, or a peaceful break?

10.0 out of 10, Exceptional, (6)
"Wonderful stay!"
Escape to 'River Cottage. Ready for hiking, fishing, or a peaceful break?
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Westport

Westport Paradise With Every Amenity!
Guest house, and pool, as seen from the tennis court.

Westport Paradise With Every Amenity!

10.0 out of 10, Exceptional, (23)
"We had such a nice stay at Mark and Sarah’s. Check in was so easy and they were very attentive to anything we needed. The property and apartment are beautiful, it was so nice waking up and seeing all the trees and it was so quiet. We will definitely be back and stay when we are visiting our daughter at Fairfield."
The price is SAR 1,838
SAR 2,675 total
includes taxes & fees
3 Feb - 4 Feb
Westport Paradise With Every Amenity!
Studio OSM · Sunny Westport Studio Apt. Above Historic Mill

Studio OSM · Sunny Westport Studio Apt. Above Historic Mill

10.0 out of 10, Exceptional, (69)
"We arrived later than the posted check in and Gerard and we spoke on the phone and everything went well. We felt like we were home. The apartment is all that it said in the ad were very accurate. Quaint, cozy and no hotel hassle. The next time we visit we will definitely look for this place!"
Studio OSM · Sunny Westport Studio Apt. Above Historic Mill
Stamford Suites
Exterior

Stamford Suites

3.0 star property
5.6 out of 10, (21)
"It was in walking distance of the event we were going to."
The price is SAR 634
SAR 729 total
includes taxes & fees
15 Feb - 16 Feb
Stamford Suites
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much do cottages in Westport cost?
You can expect to pay between SAR 356 and SAR 731 per night for cottages in Westport. No matter your budget, an ideal stay is only clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Westport?
Lock in your vacation dates and then pick from 49 cottages in Westport. Thinking about a place where you can get reacquainted with nature? Expedia will help you find your ideal escape in a few simple clicks.
Why book your cottage in Westport with Expedia?
We think that a vacay should be stress-free, so if you’re after cottages in Westport at an affordable price, Expedia has you covered. Save cash and stay in an inexpensive option far away from the city rush, or book a luxury cottage to really spoil your favorite people.
How can I find cheap cottages in Westport?
With Expedia’s filter tool, sourcing cheap cottages in Westport has never been simpler. To discover stays that’ll make your hip pocket happy, tailor your search results by star rating, budget and amenities.