Holiday Homes in Cockaponset State Forest

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Featured Holiday Homes in Cockaponset State Forest and around

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

9.8 out of 10, Exceptional, (84)
"We stayed in Saybrook for 3 day weekend for a wedding. Our home had spectacular views of the water. The house was roomy for all of us with 3 bedrooms, plenty of kitchen for several adults and bar and eating area.Our hosts provided helpful information through VRBO and written in the home. We would love to come back in the Summer."
Waterfront House with picture-perfect views from all 3 levels.

Waterford Dollhouse

10.0 out of 10, Exceptional, (12)
"Glad we found this place. Very cozy, quiet neighborhood short drive to beaches. Beautiful house, Loved the furnishings, host was immediately responsive to any questions. Will stay there again."
Waterford Dollhouse

Large Charming Historic House close to Beaches

9.6 out of 10, Exceptional, (23)
"Had a wonderful stay. The house was large enough to allow us all to have our own rooms. Location was perfect and within walking distance of everything. "
Large Charming Historic House close to Beaches

Cozy Westbrook Vacation Rental - Walk to Beach!

10.0 out of 10, Exceptional, (15)
"Stayed at this house for a weekend after Christmas. It was great! Perfect location and easy to get everywhere! Would love to stay again."
Cozy Westbrook Vacation Rental - Walk to Beach!

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

10.0 out of 10, Exceptional, (57)
"Great location "
New Madison beach house - Ocean front- Great views- booking Summer 2025

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

10.0 out of 10, Exceptional, (2)
"Couldn’t have asked for a better weekend! Thank you so much Shawn! "
The price is €864
includes taxes & fees
1 May - 2 May
Luxe Lake House in Connecticut

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

9.0 out of 10, Wonderful, (89)
"Very cute ranch in a lovely neighborhood. Good location for access to area sites like Hammonasset Beach, Chamard Vineyard, and the Water's Edge. Not truly a "water's view", but the house had all the amenities needed for a fun stay! "
Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included

Beach House

9.8 out of 10, Exceptional, (51)
"Wonderful location. Cozy space we had a wonderful time"
Beach House

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

10.0 out of 10, Exceptional, (55)
"We really enjoyed our stay at the property. The home was very clean, the beds were comfortable, and the location was convenient for all of our weekend activities."
Updated kitchen, king+queen beds, AC, walk to beach, 1 min to Waters Edge Resort

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

10.0 out of 10, Exceptional, (43)
"This was a wonderful place for a group of friends for a reunion! So well appointed it had everything we needed and the swimming area at the end of the road was delightful!"
Bright and Cheerful Coastal Cottage with Water Access

Grammy's Lake House w/ Private Waterfront Access

9.4 out of 10, Exceptional, (12)
"Enjoyable stay, nice property and great views. The home is aged, but the location is amazing! We had a nice weekend excursion to enjoy New England in October. "
Grammy's Lake House w/ Private Waterfront Access

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.

Home away from home Hot Tub and Pool in Middletown home of Wesleyan university

10.0 out of 10, Exceptional, (7)
"It was a great house to host our family for Thanksgiving dinner! "
Home away from home Hot Tub and Pool in Middletown home of Wesleyan university

Family Stays: Middletown, CT

10.0 out of 10, Exceptional, (5)
"Our experience with this facility, from online service to exiting the residence, was the most pleasurable experience, for staying in accommodations when traveling!!The owner was a complete gentleman and it was absolutely wonderful experience to meet and talk with him."
The price is €198
includes taxes & fees
29 Apr - 30 Apr
Family Stays: Middletown, CT

Beautiful 4BR Beach House with Private Beach Access.

9.8 out of 10, Exceptional, (70)
"My husband and I stayed in this lovely home for a long weekend while attending the Soundside music festival. It was perfect for what we were looking for; comfortable beds, equipped kitchen and nice location. We had the entire private beach to ourselves. The owners were also quick to respond to all questions. "
Beautiful 4BR Beach House with Private Beach Access.

Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included

9.8 out of 10, Exceptional, (27)
"The property was perfect for our beach vacation."
The price is €945
includes taxes & fees
16 May - 17 May
Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included

Expansive Beautiful Ranch with Pool and hot tub. Close to Beach Sleeps 20+

10.0 out of 10, Exceptional, (12)
"House was very clean!"
Expansive Beautiful Ranch with Pool and hot tub. Close to Beach Sleeps 20+

Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.

9.4 out of 10, Exceptional, (3)
"We stayed for a week and the house was perfect. Comfortable, so clean, very well stocked, really nice decor and a fantastic location. Host was very helpful and responsive. Highly recommend and we will definitely be back. "
The price is €407
includes taxes & fees
4 May - 5 May
Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.
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 Cockaponset State Forest

Postcard Cabins Machimoodus

2.0 star property
10.0 out of 10, Exceptional, (7)
"Loved how tranquil this site is. Was great to disconnect in nature. "
The price is €140
includes taxes & fees
11 May - 12 May
Postcard Cabins Machimoodus

Private Guest House w/ Deck + Spectacular Views!

10.0 out of 10, Exceptional, (25)
"We had a great time. Very nice location with lots to do withing 30 minutes. Did the casinos and mystic and do not miss out on Pauls Pasta restaurant."
Private Guest House w/ Deck + Spectacular Views!

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

10.0 out of 10, Exceptional, (128)
"having previously rented VRBO properties in Palm Springs, West Palm Beach & Ft. Lauderdale I can confirm this property is exceptional. The studio has 1st tier amenities, waterfront location & in addition the hosts provided most welcoming foods and snacks, an overall wonderful experienceJimBrooklyn, NY"
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
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.