Holiday Homes in Coastal Connecticut

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Check prices for these dates

Next weekend
1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug
In one month
22 Aug - 24 Aug
In two months
19 Sept - 21 Sept

Featured Holiday Homes in Coastal Connecticut

Business or Weekend escape
Enjoy a refreshing swim under the stars at our pool, surrounded by a spacious deck.

Business or Weekend escape

9.2 out of 10, Wonderful, (42)
"Very nice owner with great communication. "
The price is NZ$242
includes taxes & fees
27 July - 28 July
Business or Weekend escape
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Enjoy a refreshing dip in the pool surrounded by a deck and basketball hoop.

Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub

10.0 out of 10, Exceptional, (135)
"Perfect location for a get-away! Beautiful location on the water. The cottage was cozy & had everything we needed. Very clean. Lots to do in the area. Host was very nice We had a great time and will absolutely be back! "
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Charming 1845 Home in the Heart of Mystic – Walk to Everything!
Property grounds

Charming 1845 Home in the Heart of Mystic – Walk to Everything!

9.8 out of 10, Exceptional, (149)
"Super time. Property is confidently located which made it easy to walk everywhere."
The price is NZ$774
includes taxes & fees
3 Aug - 4 Aug
Charming 1845 Home in the Heart of Mystic – Walk to Everything!
Regency Inn and Suites - Handicapped Non Smoking with Mobilty Access
Welcome to our hotel lobby, featuring a long reception desk, food and beverage dispensers, and a stunning chandelier.

Regency Inn and Suites - Handicapped Non Smoking with Mobilty Access

6.0 out of 10, (4)
"Really convenient location breakfast was good. Rooms were clean."
The price is NZ$186
includes taxes & fees
27 July - 28 July
Regency Inn and Suites - Handicapped Non Smoking with Mobilty Access
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
Enjoy cooking in this well-equipped kitchen with a sink, stove, and ample countertop space.

Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

9.8 out of 10, Exceptional, (156)
"Great location. Very nice property. Made the weekend stay a success "
The price is NZ$428
includes taxes & fees
31 July - 1 Aug
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
Shoreline Oasis
Stroll up to this charming colonial-style house, featuring a welcoming front porch with a bench and a beautiful garden.

Shoreline Oasis

9.0 out of 10, Wonderful, (4)
"A very comfortable, clean, convenient apartment close to the shore and all the natural attractions near Madison and Clinton. We particularly appreciated that the owners quickly replaced the bedroom air conditioner when it broke. Great hosts!"
The price is NZ$436
includes taxes & fees
27 July - 28 July
Shoreline Oasis
Charming Historic House in Downtown Mystic
Relax in comfort with a large flat-screen TV, plush armchair, and decorative mirror.

Charming Historic House in Downtown Mystic

10.0 out of 10, Exceptional, (146)
"Had a nice time. The house was well furnished. "
The price is NZ$954
includes taxes & fees
17 Aug - 18 Aug
Charming Historic House in Downtown Mystic
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
Property grounds

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

8.8 out of 10, Excellent, (6)
The price is NZ$508
includes taxes & fees
27 July - 28 July
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
Minutes to Walnut Beach, newly renovated 3 bedroom home
Enjoy a serene beachside retreat with a balcony overlooking the tranquil ocean.

Minutes to Walnut Beach, newly renovated 3 bedroom home

10.0 out of 10, Exceptional, (5)
"Very nice place."
Minutes to Walnut Beach, newly renovated 3 bedroom home
The Seaport Bridgeman - All things Mystic steps from your door
Enjoy cooking in this well-equipped kitchen with a large island, sink, and window offering a view of the outside.

The Seaport Bridgeman - All things Mystic steps from your door

10.0 out of 10, Exceptional, (22)
"We had a great stay. Highly recommended!"
The Seaport Bridgeman - All things Mystic steps from your door
Charming 3-bedroom house with WiFi, AC in serene Fairfield
Enjoy cooking in this well-equipped kitchen with a large window offering a view of the outside.

Charming 3-bedroom house with WiFi, AC in serene Fairfield

10.0 out of 10, Exceptional, (3)
"Thank you for the stay!"
Charming 3-bedroom house with WiFi, AC in serene Fairfield
New for 2025 3 Bedroom Retreat 1 Mile from Westerly’s Beautiful Beaches!
Smart TV, fireplace

New for 2025 3 Bedroom Retreat 1 Mile from Westerly’s Beautiful Beaches!

8.0 out of 10, Very good, (1)
"Overall a great stay. The kids didn't want to leave and neither did we."
The price is NZ$1,584
includes taxes & fees
27 July - 28 July
New for 2025 3 Bedroom Retreat 1 Mile from Westerly’s Beautiful Beaches!
Central to Mystic and Vineyards
Enjoy al fresco dining on the patio, surrounded by lush greenery and comfortable seating.

Central to Mystic and Vineyards

9.8 out of 10, Exceptional, (22)
"The house was just perfect for our extended family. Comfortable beds, well supplied kitchen, clean, plenty of seating. We enjoyed the gas fireplace, proximity to town and the acquarium. Plenty of room for everyone."
Central to Mystic and Vineyards
Walk to Historic Downtown Mystic! <br>Best Location—beach, marinas, eateries!
Moored boats line the serene marina, offering a tranquil waterfront setting.

Walk to Historic Downtown Mystic! <br>Best Location—beach, marinas, eateries!

9.2 out of 10, Wonderful, (14)
"Property was nice, within walking distance of the town center and had a nice area to relax when we were back at the place."
Walk to Historic Downtown Mystic! <br>Best Location—beach, marinas, eateries!
Beachfront Bliss , Inviting 3 bedroom + loft at Hawks Nest Beach!
Relax on the beach with two comfortable chairs facing the calm sea, overlooking a wooden pier extending into the water.

Beachfront Bliss , Inviting 3 bedroom + loft at Hawks Nest Beach!

4.8 out of 10, (3)
"Overall, my girlfriends and I had a good stay at this accommodation. Transparently, there were some hiccups in communication between the property manager and I in the week leading up to our trip that were not clearly stated in the home's description prior to us booking our stay, however, I felt that they were able to address my concerns and came up with solutions that felt satisfactory to my group and I. The property manager was overall understanding and receptive to my feedback through our...
Beachfront Bliss , Inviting 3 bedroom + loft at Hawks Nest Beach!
Steps to beach! Custom-built house with panoramic ocean views, wrap-around deck.
Guests can enjoy a serene beach experience with calm seas and fine sand.

Steps to beach! Custom-built house with panoramic ocean views, wrap-around deck.

10.0 out of 10, Exceptional, (45)
"Home was very comfortable and a great location. The views were spectacular. Owner gave us great recommendations for restaurants and nearby attractions. "
Steps to beach! Custom-built house with panoramic ocean views, wrap-around deck.
Rest, Relax, Retreat - A 3bdrm Mystic Getaway- Children 6+ welcome
Enjoy meals in this fully equipped kitchen with a dining table set for a meal.

Rest, Relax, Retreat - A 3bdrm Mystic Getaway- Children 6+ welcome

10.0 out of 10, Exceptional, (157)
"We really enjoyed our stay at the cottage and already are planning to return. The cottage was well equipped with kitchen, bathroom and actual cable tv - super important as we traveled over prime football season. We were very comfortable, the area was quiet and very conveniently located near the holiday lights and the waterfront. "
Rest, Relax, Retreat - A 3bdrm Mystic Getaway- Children 6+ welcome
Bright Milford Beach House w/ Outdoor Shower
Relax on the covered porch with two Adirondack chairs, taking in the views of the neighborhood.

Bright Milford Beach House w/ Outdoor Shower

9.4 out of 10, Exceptional, (11)
"We had the best time! It was clean, good location, and the owner was wonderful! We even got to go the beach in December! We would definitely rent this place again!!"
Bright Milford Beach House w/ Outdoor Shower
A Peaceful Mystical Stay!!!
Enjoy cooking in this well-lit kitchen with a central island and seating, stainless steel appliances, and hardwood flooring.

A Peaceful Mystical Stay!!!

10.0 out of 10, Exceptional, (35)
"The place was spacious and comfortable. Had everything we needed. We had a wonderful stay!"
A Peaceful Mystical Stay!!!
Cove Neighborhood | Alla Vita! | 5 Bedroom Home Minutes to Beach Access | Central Air
Smart TV

Cove Neighborhood | Alla Vita! | 5 Bedroom Home Minutes to Beach Access | Central Air

Cove Neighborhood | Alla Vita! | 5 Bedroom Home Minutes to Beach Access | Central Air
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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Top Coastal Connecticut Hotel Reviews

Amsterdam Hotel

Amsterdam Hotel

10/10 Excellent
"We stay here every time we visit Connecticut. It’s close to my brother’s rehab facility and the staff is very friendly. However the beds were not comfortable this time. A little bit too hard for me."
Lissa 2-night trip
Posted 21 hours ago
Amsterdam Hotel