Photo by Erick

Deep River Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Vacation Rentals in Deep River

Our top choices for Deep River vacation rentals

Postcard Cabins Machimoodus

2.0 star property
9.6 out of 10, Exceptional, (50)
"Great stay"
The price is CA $207
CA $293 total
includes taxes & fees
Aug 21 - Aug 22
Postcard Cabins Machimoodus

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (236)
"Great location, great views. Walls are a little thin."
The price is CA $460
CA $586 total
includes taxes & fees
Sep 11 - Sep 12
Cliffside Resort Condominiums

Regency Inn and Suites - RS Handicapped Non Smoking Double Bed Hearing

6.0 out of 10, (5)
"The listing states a 1 bedroom, don’t be confused thinking there is a room with a door and then another room, as it’s just a single room with a bed. There was one gentleman that was very blunt and rude with his words. I unfortunately dealt with him prior to my visit, via phone, and once I got there. However, I had interaction with two others and the experience with them was very pleasant! Breakfast staff was extremely welcoming and friendly! (They check your paper for breakfast- be sure to bring...
The price is CA $121
CA $166 total
includes taxes & fees
Sep 4 - Sep 5
Regency Inn and Suites - RS Handicapped Non Smoking Double Bed Hearing

Charming houseboat in pleasant New London with AC, WiFi

9.8 out of 10, Exceptional, (7)
"Very nice people. Boat was roomy and well stocked but dirty. Toilet pump was broken and made loud noises all night. We were not informed this was an issue til checkout. Some other small issues "
The price is CA $207
CA $445 total
includes taxes & fees
Aug 23 - Aug 24
Charming houseboat in pleasant New London with AC, WiFi

The Stern at Soundview · Beach+Ocean+Sunrise

2.0 star property
10.0 out of 10, Exceptional, (3)
"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "
The price is CA $107
CA $273 total
includes taxes & fees
Sep 3 - Sep 4
The Stern at Soundview · Beach+Ocean+Sunrise

Thames River Retreat · CT College+Casinos+USCGA

10.0 out of 10, Exceptional, (6)
"We found this home a perfect combination of being able to get away but also convenient to restaurants, stores, and activities. The view could not be beat and the house was clean and comfortable."
The price is CA $280
CA $826 total
includes taxes & fees
Aug 28 - Aug 29
Thames River Retreat · CT College+Casinos+USCGA

Cozy houseboat escape surrounded by breath taking views across from Rocky Neck!

10.0 out of 10, Exceptional, (10)
"Such a fun, beautiful and unique stay. Would love to stay again!"
The price is CA $345
CA $554 total
includes taxes & fees
Sep 17 - Sep 18
Cozy houseboat escape surrounded by breath taking views across from Rocky Neck!

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 CA $121
CA $167 total
includes taxes & fees
Aug 21 - Aug 22
Regency Inn and Suites - Handicapped Non Smoking with Mobilty Access

Regency Inn and Suites - Non Smoking Double Bed with Kitchen

10.0 out of 10, Exceptional, (1)
The price is CA $176
CA $230 total
includes taxes & fees
Sep 7 - Sep 8
Regency Inn and Suites - Non Smoking Double Bed with Kitchen

Shoreline Oasis

9.2 out of 10, Wonderful, (7)
"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 CA $247
CA $364 total
includes taxes & fees
Sep 1 - Sep 2
Shoreline Oasis

Regency Inn and Suites - Handicapped Non Smoking Double Bed

The price is CA $121
CA $167 total
includes taxes & fees
Aug 21 - Aug 22
Regency Inn and Suites - Handicapped Non Smoking Double Bed

1-bedroom cottage with Grove Beach 🏖️ access.

9.2 out of 10, Wonderful, (29)
"Loved the overall stay and experience. The private beach access is a bonus"
The price is CA $160
CA $326 total
includes taxes & fees
Sep 1 - Sep 2
1-bedroom cottage with Grove Beach 🏖️ access.

Rustic Lakeside Cabin at White Gate Farm

10.0 out of 10, Exceptional, (113)
"Just amazing!"
Rustic Lakeside Cabin at White Gate Farm

Clean room w/ Queen bed/exclusive bathroom. Free Wifi free parking self check in

9.8 out of 10, Exceptional, (9)
"William was very thorough with our check in and a pleasure to deal with"
The price is CA $135
CA $183 total
includes taxes & fees
Sep 17 - Sep 18
Clean room w/ Queen bed/exclusive bathroom. Free Wifi free parking self check in

Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food

10.0 out of 10, Exceptional, (96)
"We loved our time at White Gate. Very peaceful!"
The price is CA $1,490
CA $2,687 total
includes taxes & fees
Sep 11 - Sep 12
Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food

'The Gate House'on Beach front Estate with Dockage. Walk to Village .

9.8 out of 10, Exceptional, (92)
"This is a great place to stay in Greenport. It has a private beach and is quiet and friendly. It's a 2-minute drive to town and shops, but you will want to spend your time enjoying the beautiful waterfront views."
'The Gate House'on Beach front Estate with Dockage. Walk to Village .

Freeboard at Soundview · Beach+Ocean+Sunrise

2.0 star property
9.0 out of 10, Wonderful, (4)
"It was very close to the beach , quiet, parking on property room had everything you would need i enjoyed my stay didnt want to leave so soon wouldve liked at least 1 more day maybe next year thank you. "
The price is CA $100
CA $262 total
includes taxes & fees
Aug 26 - Aug 27
Freeboard at Soundview · Beach+Ocean+Sunrise

adorable ranch in beach community

10.0 out of 10, Exceptional, (45)
"Close to the shore and the heart of Old Saybrook. The house is very comfortable."
The price is CA $305
CA $663 total
includes taxes & fees
Sep 15 - Sep 16
adorable ranch in beach community

COZY Maple Tree Cabin - Situated on 6 private acres - short drive to beaches!😎

10.0 out of 10, Exceptional, (40)
"My wife and I loved our weekend stay at this cabin!"
The price is CA $468
CA $918 total
includes taxes & fees
Aug 26 - Aug 27
COZY Maple Tree Cabin - Situated on 6 private acres - short drive to beaches!😎

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

10.0 out of 10, Exceptional, (139)
"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
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Deep River Hotel Reviews

Frequently asked questions

Can I find a vacation rental in Deep River?

Yes, we give you a choice of vacation rentals close to top local attractions in Deep River, or you can choose a secluded option if you're looking for relaxation. Deep River is known for its parks.

What's the top vacation rental in Deep River?

Thames River Retreat · CT College+Casinos+USCGA: You might want to consider this vacation home rental near Deep River, which is located on the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What’s there to see and do in Deep River?

Connecticut River and Plattwood Park are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find Connecticut Valley Railroad State Park Trail and Essex Steam Train.

What’s a vacation rental in Deep River like?

Vacation rentals are privately owned properties you can stay in for a couple of days or more in Deep River. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of safety away from shared hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for a family trip.