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Deep River Holiday Rentals

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Holiday Rentals in Deep River

Postcard Cabins Machimoodus

2.0 star property
9.6 out of 10, Exceptional, (54)
"Great stay"
The price is AU$290
includes taxes & fees
2 Sept - 3 Sept
Postcard Cabins Machimoodus

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (238)
"Had a great time. Will be back"
The price is AU$651
includes taxes & fees
11 Sept - 12 Sept
Cliffside Resort Condominiums

Charming houseboat in pleasant New London with AC, WiFi

9.6 out of 10, Exceptional, (10)
"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 AU$504
includes taxes & fees
28 Aug - 29 Aug
Charming houseboat in pleasant New London with AC, WiFi

Thames River Retreat · CT College+Casinos+USCGA

10.0 out of 10, Exceptional, (8)
"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 AU$909
includes taxes & fees
28 Aug - 29 Aug
Thames River Retreat · CT College+Casinos+USCGA

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 AU$290
includes taxes & fees
28 Aug - 29 Aug
The Stern at Soundview · Beach+Ocean+Sunrise

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 AU$625
includes taxes & fees
2 Sept - 3 Sept
Cozy houseboat escape surrounded by breath taking views across from Rocky Neck!

The Mast at Soundview · Beach+Ocean+Sunrise

2.0 star property
9.4 out of 10, Exceptional, (3)
"Nice place, little smaller than I was expecting, but location was close to the beach, info regarding access to the property was clear and easy to follow! Parking was assigned but other occupants decided not to utilize their assigned space and took ours. Be prepared to clean the studio before you leave to include dishes and take out the trash. Was surprised by the cleaning request. Overall great weekend!"
The price is AU$308
includes taxes & fees
3 Sept - 4 Sept
The Mast at Soundview · Beach+Ocean+Sunrise

Cozy spacious bedroom with queen bed, only half mile to Rt.95, exclusive bath

10.0 out of 10, Exceptional, (5)
The price is AU$193
includes taxes & fees
28 Aug - 29 Aug
Cozy spacious bedroom with queen bed, only half mile to Rt.95, exclusive bath

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

10.0 out of 10, Exceptional, (140)
"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

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 AU$405
includes taxes & fees
31 Aug - 1 Sept
Shoreline Oasis

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

9.8 out of 10, Exceptional, (97)
"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 .

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 AU$363
includes taxes & fees
1 Sept - 2 Sept
1-bedroom cottage with Grove Beach 🏖️ access.

Rustic Lakeside Cabin at White Gate Farm

10.0 out of 10, Exceptional, (115)
"Just amazing!"
Rustic Lakeside Cabin at White Gate Farm

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

9.6 out of 10, Exceptional, (11)
"William was very thorough with our check in and a pleasure to deal with"
The price is AU$207
includes taxes & fees
28 Aug - 29 Aug
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, (98)
"Our multigenerational long weekend loved our stay. Fab manager. House so well kitted out. "
The price is AU$3,016
includes taxes & fees
11 Sept - 12 Sept
Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food

The Bay Cottage · Rocky Neck Park, Beach & Niantic

2.0 star property
9.0 out of 10, Wonderful, (2)
"This house suited our needs for a place to stay while attending a nearby family reunion. Communication and check in were great and the house is very comfortable (very nice mattresses, sheets, pillows)."
The price is AU$735
includes taxes & fees
8 Sept - 9 Sept
The Bay Cottage · Rocky Neck Park, Beach & Niantic

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 AU$269
includes taxes & fees
4 Sept - 5 Sept
Freeboard at Soundview · Beach+Ocean+Sunrise

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

10.0 out of 10, Exceptional, (43)
"Amazing property, we loved everything about it, highly recommended, will stay again "
The price is AU$1,086
includes taxes & fees
3 Sept - 4 Sept
COZY Maple Tree Cabin - Situated on 6 private acres - short drive to beaches!😎

Newly Renovated Loft Villa at Norwich Spa, minutes to Mohegan Sun

2.0 star property
9.8 out of 10, Exceptional, (19)
"I’ve stayed here twice and both visits were great. I would definitely recommend this property to anyone looking for a cozy and luxurious space."
The price is AU$649
includes taxes & fees
1 Sept - 2 Sept
Newly Renovated Loft Villa at Norwich Spa, minutes to Mohegan Sun

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 AU$745
includes taxes & fees
26 Sept - 27 Sept
adorable ranch in beach community
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

Find out more about Deep River

Find out more about Deep River

Everything you need to know about Deep River holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Deep River holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Deep River holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Deep River holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Deep River. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Deep River holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Deep River holiday rentals we have selected for you start as low as AU$193 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Deep River rentals

At Expedia, we put the best Deep River holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Deep River rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Deep River holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Deep River. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Deep River?

Yes, there are holiday rentals close to the most popular sights in Deep River, or you can select a more secluded option if you're looking for a relaxing stay. Deep River is known for its parks.

What are some of the best holiday rentals that Deep River has to offer?

Thames River Retreat · CT College+Casinos+USCGA: This holiday home rental outside of Deep River is located on the beach, and has a fireplace, a balcony and a BBQ 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 that 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 wider area, you’ll find Connecticut Valley Railroad State Park Trail and Essex Steam Train.

What’s a holiday rental in Deep River like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Deep River. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll feel right at home. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from shared hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for a small group gathering.