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
Aug 7 - Aug 9
In two months
Sep 18 - Sep 20
In three months
Oct 16 - Oct 18
In four months
Nov 13 - Nov 15

Our top choices for Deep River vacation rentals

View from property

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, (171 reviews)
"Beautiful view, very clean !"
United States
Karolyne
The price is ￥22,117
￥40,506 total
includes taxes & fees
Aug 24 - Aug 25
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
Terrace/patio

Hollow Brook Estate

Hollow Brook Estate
Killingworth
10.0 out of 10, Exceptional, (2 reviews)
"Large property with multiple entertaining spaces in a peaceful and secluded setting."
United States
Thomas D.
The price is ￥326,841
￥528,229 total
includes taxes & fees
Aug 7 - Aug 8
Hollow Brook Estate
Coffee/tea maker, fridge, microwave, oven

The gardners Cottage 1 mile from long Island Sound - pet friendly

The gardners Cottage 1 mile from long Island Sound - pet friendly
Clinton
9.8 out of 10, Exceptional, (25 reviews)
"Enjoyed our stay - Highly recommend!"
United States
Mary S.
The gardners Cottage 1 mile from long Island Sound - pet friendly
Exterior

Grey comfort room

Grey comfort room
New London
10.0 out of 10, Exceptional, (1 review)
"Muy bien servicio"
United States
Eduin Vicente
The price is ￥8,847
￥18,161 total
includes taxes & fees
Aug 19 - Aug 20
Grey comfort room
Terrace/patio

PRIVATE BEACH: ROYAL OCEANVIEW CASTLE @ CLINTON W/ 4 QUEENS 2 FULL

PRIVATE BEACH: ROYAL OCEANVIEW CASTLE @ CLINTON W/ 4 QUEENS 2 FULL
Clinton
10.0 out of 10, Exceptional, (30 reviews)
"My family and I really enjoyed our stay here. I would recommend this property & location to others."
United States
Erwin U.
The price is ￥173,271
￥287,414 total
includes taxes & fees
Jul 31 - Aug 1
PRIVATE BEACH: ROYAL OCEANVIEW CASTLE @ CLINTON W/ 4 QUEENS 2 FULL
Exterior

Walk To Goodspeed Opera House!

Walk To Goodspeed Opera House!
East Haddam
9.4 out of 10, Exceptional, (40 reviews)
"Simple process, plenty of room, ample parking and no issues with noise from the business above. "
United States
Amber J.
The price is ￥31,951
￥51,080 total
includes taxes & fees
Aug 11 - Aug 12
Walk To Goodspeed Opera House!
Interior

Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats

Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats
Saybrook Manor
9.8 out of 10, Exceptional, (139 reviews)
"Yvette was so communicative and made the stay great! The house was amazing and everything was cozy and comfortable. It was great for a group!"
United States
Hayley T.
The price is ￥60,617
￥110,094 total
includes taxes & fees
Jul 26 - Jul 27
Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats
1 bedroom, desk, iron/ironing board, travel crib

1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (50 reviews)
"We enjoyed our stay"
United States
JM B.
The price is ￥22,415
￥41,155 total
includes taxes & fees
Aug 12 - Aug 13
1-bedroom cottage with Grove Beach 🏖️ access.
Beach

Beachside Bliss w/ Game Room, Gym & Golf Green

Beachside Bliss w/ Game Room, Gym & Golf Green
Westbrook
10.0 out of 10, Exceptional, (1 review)
"Perfect house for 6 guests. Loved that it was close to the beach."
United States
Shannon G.
The price is ￥60,011
￥130,491 total
includes taxes & fees
Aug 25 - Aug 26
Beachside Bliss w/ Game Room, Gym & Golf Green
Dining

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

Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included
Old Saybrook
9.8 out of 10, Exceptional, (39 reviews)
"Enjoyed our stay"
United States
Nicole L.
The price is ￥196,620
￥296,241 total
includes taxes & fees
Aug 16 - Aug 17
Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included
Beach nearby

adorable ranch in beach community

adorable ranch in beach community
Old Saybrook
10.0 out of 10, Exceptional, (45 reviews)
"The experience was a pleasure - the house is comfy, and the location amazing! "
United States
Matthew V.
The price is ￥81,915
￥136,388 total
includes taxes & fees
Aug 19 - Aug 20
adorable ranch in beach community
Condo | Terrace/patio

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (275 reviews)
"Comfortable and clean, and the beach location is amazing. The sunset was spectacular. We will definitely come back again!"
United States
Suzanne
The price is ￥67,762
￥84,537 total
includes taxes & fees
Jul 30 - Jul 31
Cliffside Resort Condominiums
Interior

New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.

New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
Durham
9.8 out of 10, Exceptional, (30 reviews)
"Wonderful house in a great location."
United States
Edward S.
The price is ￥106,490
￥169,401 total
includes taxes & fees
Aug 7 - Aug 8
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
Marina

Chic Groton Studio • Cozy and Modern. Close to Casinos, Navy Base, Mystic & More

Chic Groton Studio • Cozy and Modern. Close to Casinos, Navy Base, Mystic & More
Groton
The price is ￥14,887
￥34,079 total
includes taxes & fees
Jul 27 - Jul 28
Chic Groton Studio • Cozy and Modern. Close to Casinos, Navy Base, Mystic & More
Coffee/tea maker, fridge, microwave, oven

Fully Furnished 1BR Apartment

Fully Furnished 1BR Apartment
Wallingford
10.0 out of 10, Exceptional, (3 reviews)
"This was a great place to stay in town when visiting family! Kitchen was well stocked, location was convenient, & it had everything we needed!"
United States
Jennifer L.
The price is ￥19,334
￥47,795 total
includes taxes & fees
Jul 27 - Jul 28
Fully Furnished 1BR Apartment
Smart TV

The Tiny Cottage & Mini Farm

The Tiny Cottage & Mini Farm
Oakdale,
10.0 out of 10, Exceptional, (9 reviews)
"I'll stay again if in the area. "
United States
Jeffrey H.
The price is ￥19,905
￥29,936 total
includes taxes & fees
Jul 29 - Jul 30
The Tiny Cottage & Mini Farm
1 bedroom, WiFi, bed sheets

Cozy spacious bedroom with king size bed, only half mile to Rt.95, private bath

Cozy spacious bedroom with king size bed, only half mile to Rt.95, private bath
New London
10.0 out of 10, Exceptional, (12 reviews)
"Parking was easy and the room was the right siz."
United States
Vicente B.
The price is ￥17,694
￥23,625 total
includes taxes & fees
Aug 2 - Aug 3
Cozy spacious bedroom with king size bed, only half mile to Rt.95, private bath
1 bedroom, iron/ironing board, WiFi, bed sheets

Once the old Schools house now a newly furnished Apartment

Once the old Schools house now a newly furnished Apartment
Wallingford Center
9.0 out of 10, Wonderful, (14 reviews)
"Excellent option for a short stay near the heart of it all in Wallingford."
United States
Jeanette W.
The price is ￥19,332
￥47,789 total
includes taxes & fees
Jul 26 - Jul 27
Once the old Schools house now a newly furnished Apartment
Beach nearby

Freeboard at Soundview · Beach+Ocean+Sunrise

Freeboard at Soundview · Beach+Ocean+Sunrise
Old Lyme
9.2 out of 10, Wonderful, (9 reviews)
"Great location and a nice room!"
United States
Angela M.
The price is ￥31,253
￥56,157 total
includes taxes & fees
Jul 27 - Jul 28
Freeboard at Soundview · Beach+Ocean+Sunrise
Exterior

Driftwood Cottage @ Saybrook Point Marina, 2 King Beds

Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
Old Saybrook Center
9.6 out of 10, Exceptional, (49 reviews)
"Lovely cottage! Enjoyed our stay! "
United States
Joyce S.
The price is ￥82,777
￥138,860 total
includes taxes & fees
Aug 18 - Aug 19
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
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

Marina Bay Cottages

Marina Bay Cottages

10/10 Excellent
"Excellent tiny home. Obviously new and very well equipped. The hosts were readily available when I had trouble locating the unit on arrival (it was late & dark). Thanks for a wonderful stay!"
Kelly 2-night trip
Posted less than an hour ago
Marina Bay Cottages

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?

Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA: Visitors like this Deep River vacation home rental. It is located next to a golf course and offers a garden, air-conditioning, and a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

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 Ivoryton Playhouse.

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.