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Check prices for these dates

Next weekend
25 Rab. II - 27 Rab. II
In two weeks
2 Jum. I - 4 Jum. I
In one month
16 Jum. I - 18 Jum. I
In two months
13 Jum. II - 15 Jum. II

Compare Vacation Homes in Chester with updated reviews, rates, and availability.

Regency Inn & Suites
1 bedroom, iron/ironing board, WiFi, bed sheets

Regency Inn & Suites

2.0 out of 10, (1)
"Hotel didn’t have out reservation even after we had paid for it - took an hour to check in at midnight - parking lot was full of random activity and people all hours of night and hall ways smelled like weed. Clientele was shady and co within of hotel rooms and surrounding area was dirty, worn out, in need of maintenance and overall place was a dump. Checked out a day early and forfeited a night because place was so disgusting. Expedia needs to remove them from hotel options and do a better job...
The price is SAR 285
SAR 468 total
includes taxes & fees
18 May - 19 May
Regency Inn & Suites
Waterfront House with picture-perfect views from all 3 levels.
Interior

Waterfront House with picture-perfect views from all 3 levels.

9.8 out of 10, Exceptional, (82)
"We had an amazing weekend celebrating my husbands birthday. The house was perfect. The view was priceless. The beach was amazing. It was the first time we were able to travel with our dog, and he had the best time at the beach. We will be returning for another vacation for sure. "
Waterfront House with picture-perfect views from all 3 levels.
The Dollhouse is conveniently located. Mystic, Beaches, parks, casinos, shopping
Fridge, microwave, oven, stovetop

The Dollhouse is conveniently located. Mystic, Beaches, parks, casinos, shopping

10.0 out of 10, Exceptional, (12)
"This home was so clean and had everything we needed. Our host Nick was the best I’ve encountered … truly! So accommodating, easy instructions… we loved the place and would return again just to stay there!"
The Dollhouse is conveniently located. Mystic, Beaches, parks, casinos, shopping
Cozy Coastal Cottage.
Fridge, microwave, oven, stovetop

Cozy Coastal Cottage.

10.0 out of 10, Exceptional, (3)
"What a beautiful remodeled house. Cozy and very quiet neighborhood, close to restaurants. "
The price is SAR 878
SAR 1,871 total
includes taxes & fees
20 Apr - 21 Apr
Cozy Coastal Cottage.
Large Charming Historic House close to Beaches
Fridge, microwave, oven, dishwasher

Large Charming Historic House close to Beaches

9.6 out of 10, Exceptional, (23)
"This was the BEST decision for our family. The house was very cozy, old charm feel with some modern updates. The downstairs bathroom had a Spa vibe. We loved the 6 bedrooms & spacious kitchen & dining room. Loved how close it was to food & entertainment. The walk to the beach was only 10 minutes & very safe. We are use to blinds and/or shades, so just having light curtains for the windows was"
Large Charming Historic House close to Beaches
Cozy Westbrook Vacation Rental - Walk to Beach!
Fridge, microwave, stovetop, dishwasher

Cozy Westbrook Vacation Rental - Walk to Beach!

10.0 out of 10, Exceptional, (14)
"Perfect off season weekend for us with easy access to walks on the beach and lots of relaxing!"
Cozy Westbrook Vacation Rental - Walk to Beach!
New Madison beach house - Ocean front- Great views- booking Summer 2025
Fridge, microwave, oven, stovetop

New Madison beach house - Ocean front- Great views- booking Summer 2025

10.0 out of 10, Exceptional, (57)
"The house really sits on its beach with a rock surrounded natural pool at high tide. The weather was CRAZY with rain and wind. The house held the temperature and was comfortable as the temps dropped below freezing! FYI the 4th bedroom with the trundle bed hasn’t a door so hence not a lot of privacy. But we were all good friends;) it was a comfortable space for 5 women who were good friends"
New Madison beach house - Ocean front- Great views- booking Summer 2025
Waterfront Beach House
Terrace/patio

Waterfront Beach House

9.6 out of 10, Exceptional, (42)
"The property is nicely located on the water and convenient to many attractions. "
Waterfront Beach House
Luxe Lake House in Connecticut
Fridge, microwave, oven, stovetop

Luxe Lake House in Connecticut

10.0 out of 10, Exceptional, (2)
"The house easily accommodated my friends and family for a weekend of relaxation. The place is very spacious with all modern amenities. We especially loved waking up to the gorgeous view of the lake in the back. The views were breathtaking. Would definitely consider going back. "
The price is SAR 1,328
SAR 3,411 total
includes taxes & fees
21 Apr - 22 Apr
Luxe Lake House in Connecticut
Oceanfront Beach House lay in bed and hear the waves, boats , birds
Exterior

Oceanfront Beach House lay in bed and hear the waves, boats , birds

10.0 out of 10, Exceptional, (18)
"Very fun location near the beach. Beach is small but really a nice place to be. House worked well for our family of 4. Sun room was very nice."
Oceanfront Beach House lay in bed and hear the waves, boats , birds
Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included
Fridge, microwave, oven, stovetop

Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included

9.0 out of 10, Wonderful, (89)
"Tuvimos un finde increíble en la casa, súper cómoda y bonita "
Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included
Beach House
Exterior

Beach House

9.8 out of 10, Exceptional, (51)
"We had such a great experience here! Joseph was so gracious and responsive and went above and beyond to make our stay great. His place is so cute with a mix of whimsical and really convenient touches. Our dog loved the yard, too! The neighborhood is gorgeous, too. We wished we had more time to explore the area and to take advantage of all the house has to offer. "
Beach House
OASIS @ OCEAN BEACH PARK: 6 QUEEN BEDS
Interior

OASIS @ OCEAN BEACH PARK: 6 QUEEN BEDS

9.6 out of 10, Exceptional, (23)
"House is in the best location, a mile from Ocean Beach Park, full of privacy with great view. We had very good time and we will definitely come back. It was clean and as described. Minor things needs to be looked at is the AC which is not very powerful but it's not the end of the world and the fact that there is no hood above the range make the house smoky if you want to cook something because you can't open any window. Overall, we are very happy for staying here!!!"
OASIS @ OCEAN BEACH PARK: 6 QUEEN BEDS
Regency Inn and Suites - Handicapped Non Smoking with Mobilty Access
2 bedrooms, iron/ironing board, internet, bed sheets

Regency Inn and Suites - Handicapped Non Smoking with Mobilty Access

10.0 out of 10, Exceptional, (2)
"Really convenient location breakfast was good. Rooms were clean."
The price is SAR 302
SAR 422 total
includes taxes & fees
20 Apr - 21 Apr
Regency Inn and Suites - Handicapped Non Smoking with Mobilty Access
Updated kitchen, king+queen beds, AC, walk to beach, 1 min to Waters Edge Resort
Fridge, microwave, oven, stovetop

Updated kitchen, king+queen beds, AC, walk to beach, 1 min to Waters Edge Resort

10.0 out of 10, Exceptional, (55)
"Lovely, spacious and clean. We spent our Christmas holiday together with our family and the house was spacious and spotless. We had 5 adults with 2 small children in house. We hosted Christmas dinner for us and local family. Great space. Would love to rent in summer months to utilize outdoor space"
Updated kitchen, king+queen beds, AC, walk to beach, 1 min to Waters Edge Resort
Vacation Starts Now! Pet friendly, beach fun 5 min away!
Fridge, microwave, oven, stovetop

Vacation Starts Now! Pet friendly, beach fun 5 min away!

10.0 out of 10, Exceptional, (3)
"Staying at this home provided a great home base to explore a few activities in the area. We were able to use the kitchen for meals & relax together once the day was complete. The location within walking distance to the beach was ideal for walks/runs and listening to the waves of the ocean. The host was kind & responsive - we would stay here again!"
Vacation Starts Now! Pet friendly, beach fun 5 min away!
Waterfront Lakehouse in Clinton, CT with Hot Tub!
Outdoor spa tub

Waterfront Lakehouse in Clinton, CT with Hot Tub!

7.0 out of 10, Good, (2)
"My family and I absolutely loved our stay at this home! It was the perfect retreat for us, and we thoroughly enjoyed the hot tub and the breathtaking sunset views, especially while cooking in the beautifully designed kitchen. The kitchen was fully equipped, making it easy to prepare an amazing family dinner. The town of Clinton was absolutely charming, with the friendliest people, and we fell in love with Hammonasset Beach—it’s a must-visit! We’ll definitely be returning in the summer. The...
Waterfront Lakehouse in Clinton, CT with Hot Tub!
Bright and Cheerful Coastal Cottage with Water Access
Smart TV, books, stereo

Bright and Cheerful Coastal Cottage with Water Access

10.0 out of 10, Exceptional, (42)
"This cottage was so lovely and so close to parks and beaches! The neighborhood is quiet and everyone was so welcoming and friendly. Thank you so much to the owners! We had a great time!😊"
Bright and Cheerful Coastal Cottage with Water Access
Grammy's Lake House w/ Private Waterfront Access
TV

Grammy's Lake House w/ Private Waterfront Access

9.4 out of 10, Exceptional, (12)
"The home was beautiful. Some of the furniture was old and it shouldn’t be sat on plenty of room for family plenty of games to play beautiful electricfireplace,beautiful view! The beds were uncomfortable and a few things needed to be updated."
Grammy's Lake House w/ Private Waterfront Access
Steps to beach! Custom-built house with panoramic ocean views, wrap-around deck.
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (42)
"This property is beautiful and the house is spacious and well equipped for a wonderful stay. The host was attentive and easy to contact when it was necessary. Such a fantastic choice for a stay in a delightful town. "
Steps to beach! Custom-built house with panoramic ocean views, wrap-around deck.
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 Chester

Postcard Cabins Machimoodus
Exterior

Postcard Cabins Machimoodus

2.0 star property
10.0 out of 10, Exceptional, (7)
"We had a GREAT time here!! Just beautiful scenery all around. The cabin was well equipped with everything we needed essentially. I was quite impressed with how comfortable we actually were. There was a temporary power outage but it didn’t last long and management not only delivered more wood to us but also gave it to us for free as we wanted to spend our time outdoors during the outage. Im super happy to have had this experience and would absolutely be doing it again!! Thank you Postcard...
The price is SAR 388
SAR 598 total
includes taxes & fees
1 May - 2 May
Postcard Cabins Machimoodus
Regency Inn & Suites
1 bedroom, iron/ironing board, WiFi, bed sheets

Regency Inn & Suites

2.0 out of 10, (1)
"Hotel didn’t have out reservation even after we had paid for it - took an hour to check in at midnight - parking lot was full of random activity and people all hours of night and hall ways smelled like weed. Clientele was shady and co within of hotel rooms and surrounding area was dirty, worn out, in need of maintenance and overall place was a dump. Checked out a day early and forfeited a night because place was so disgusting. Expedia needs to remove them from hotel options and do a better job...
The price is SAR 285
SAR 468 total
includes taxes & fees
18 May - 19 May
Regency Inn & Suites
Oceanfront Beach House lay in bed and hear the waves, boats , birds
Exterior

Oceanfront Beach House lay in bed and hear the waves, boats , birds

10.0 out of 10, Exceptional, (18)
"Very fun location near the beach. Beach is small but really a nice place to be. House worked well for our family of 4. Sun room was very nice."
Oceanfront Beach House lay in bed and hear the waves, boats , birds
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.