A forest stream with a small waterfall surrounded by rocks and trees.

Deep River Vacation Rentals

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Deep River vacation rentals

View from property

1. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
2.5 star property
East Haddam
9.4 out of 10, Exceptional, (187 reviews)
"Beautiful cabin! Will def go again!"
United States
Morainny
The price is ￥20,775
￥30,963 total
includes taxes & fees
Sep 21 - Sep 22
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
Condo | Terrace/patio

2. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (290 reviews)
"Great place!"
United States
Christine
The price is ￥44,866
￥64,963 total
includes taxes & fees
Sep 30 - Oct 1
Cliffside Resort Condominiums
Flat-screen TV

3. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (53 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
The price is ￥46,097
￥52,666 total
includes taxes & fees
Sep 10 - Sep 11
North Fork Resort
House (4 Bedrooms) | Interior

4. Groton Home < 1 Mi to Beach on Long Island Sound!

Groton Home < 1 Mi to Beach on Long Island Sound!
3.0 star property
Groton
The price is ￥60,889
￥124,237 total
includes taxes & fees
Oct 5 - Oct 6
Groton Home < 1 Mi to Beach on Long Island Sound!
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 Deep River Hotel Reviews

Hyatt Place Uncasville - Casino Area

Hyatt Place Uncasville - Casino Area

10/10 Excellent
"Only problem we had with our stay is…someone went cheap on the breakfast plates and silverware. Used to be last plates and real silverware now it’s paper plates and super cheap plastic utensils that bent when we tried to pick up the scrambled eggs. French toast was not even tried. The syrup would have soaked the paper plates."
Brad 5-night trip
Posted 4 hours ago
Hyatt Place Uncasville - Casino Area

Find out more about Deep River

Search for holiday rentals in Deep River on Expedia! You can easily find your home rentals, villas, holiday apartments in Deep River using one of the methods below:

  • View our selection of featured holiday rentals in Deep River
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  • Enter your travel dates to view the best deals on holiday rentals in Deep River while they last

Look no further and take a look at our great range of rental properties in Deep River!

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?

New Madison beach house - Ocean front- Great views- booking Summer 2026: Visitors like this Deep River vacation home rental. It is located on the beach and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Deep River?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Deep River stay.

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.