Deep River Vacation Rentals from CA $178: Short-Term Rentals for 2026

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Our top choices for Deep River vacation rentals

A glass enclosure with a view of a forest interior, including a bed and a small table with items.

1. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

East Haddam

Kelvin

CA $269 total

includes taxes & fees

Dec 7 - Dec 8

A bedroom with a wooden bed, bedside lamps, a sofa, and a TV stand.

2. 1-bedroom cottage with Grove Beach 🏖️ access.

Clinton

JM B.

CA $318 total

includes taxes & fees

Nov 10 - Nov 11

A large, white, multi-story building with a prominent tower and a flag on top.

3. Walk To Goodspeed Opera House!

East Haddam

Anonymous traveller

CA $355 total

includes taxes & fees

Nov 30 - Dec 1

A kitchen with a microwave, stove, and granite countertop. There is a dining area with a sofa and a coffee table.

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

Clinton

Wink V.

CA $481 total

includes taxes & fees

Nov 8 - Nov 9

A hotel room with a bed, a nightstand, a wall-mounted lamp, and a window with curtains.

5. Sunny 1 Queen Bed Smk Free Parking

Niantic

Anonymous traveller

CA $126 total

includes taxes & fees

Nov 10 - Nov 11

A modern kitchen with a granite island, stainless steel appliances, and a bar area with bar stools.

6. Beachside Bliss w/ Game Room, Gym & Golf Green

Westbrook

Morgan M.

CA $770 total

includes taxes & fees

Nov 9 - Nov 10

A living room with stone walls, a fireplace, and a seating area with a sofa and armchairs.

7. Westbrook Getaway-Near Beaches, Train & Shoreline

Westbrook Center

CA $531 total

includes taxes & fees

Nov 17 - Nov 18

A spacious living area with a wooden floor, a dining table with chairs, a sofa, and a coffee table. There is a kitchen in the background with white cabinets and a wooden countertop.

8. Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown

Haddam

Kristy C.

CA $356 total

includes taxes & fees

Dec 1 - Dec 2

A dining area with a wooden table, white chairs, a checkered tablecloth, a vase with flowers, and a decorative ceiling light.

9. Adorable Cottage with Cottage porch, walk to water & town

Westbrook Center

Francine F.

CA $766 total

includes taxes & fees

Nov 8 - Nov 9

A living room with a fireplace, a sofa, a coffee table, and a cabinet.

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

Old Saybrook

Karol T.

CA $615 total

includes taxes & fees

Nov 8 - Nov 9

A spacious, well-lit room with a high ceiling, large windows, and a cozy seating area with a sofa and chairs.

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

Saybrook Manor

Alexis L.

CA $775 total

includes taxes & fees

Nov 16 - Nov 17

A bedroom with a bed, a bedside table with a tray, a TV mounted on the wall, and a window with blinds.

12. The Stern at Soundview · Beach+Ocean+Sunrise

Old Lyme

"If you are looking for a place to sleep, this place is ok. No place to sit down or put anything down. Just a bed and an old beat up tiny side table. Refrigerator is tiny, needed to be cleaned and defrosted. Stains in the bathroom ceiling tiles and the smell of Marijuana at night. Hot plate and microwave present but did not use. The entryway and stairs were dirty and could use a coat of paint and trim. The beach was the highlight and a very short walk. Definitely not worth the $$$ we paid."

Janine

CA $363 total

includes taxes & fees

Nov 8 - Nov 9

A cozy living room with a sofa, a coffee table, and a dining area with chairs.

13. NEW private studio 1.1 miles to beach in East Lyme

East Lyme

CA $180 total

includes taxes & fees

Nov 8 - Nov 9

A compact kitchen with modern appliances, a dining area with a glass table and black chairs, and a geometric pendant light.

14. 2BR Apartment Near Wesleyan 102

Washington Street Historic District

DANIEL M.

CA $335 total

includes taxes & fees

Nov 10 - Nov 11

A modern living room with a large TV, white cabinetry, and a view of the outdoors.

15. Charming beach home, complete with pool & cozy guest house!

Clinton

Juliana A.

CA $1,799 total

includes taxes & fees

Nov 12 - Nov 13

A cabin by a lake with a wooden exterior, a deck, and a small outdoor seating area.

16. Cozy Lakefront Tiny House

East Lyme

Richard R.

CA $372 total

includes taxes & fees

Nov 9 - Nov 10

A modern kitchen with a central island, white cabinetry, stainless steel appliances, and a wooden floor.

17. 2BR Apartment Near Wesleyan 301

Washington Street Historic District

Joanne L.

CA $397 total

includes taxes & fees

Nov 9 - Nov 10

A hotel lobby with a reception desk, a television mounted on the wall, a small seating area with chairs, and a window providing a view outside.

18. Cozy 2 Full Beds | Smoking Wifi

Niantic

Anonymous traveller

CA $131 total

includes taxes & fees

Nov 8 - Nov 9

A pond with rocks and a dog in the background.

19. The Tiny Cottage & Mini Farm

Oakdale,

Paul

CA $213 total

includes taxes & fees

Nov 8 - Nov 9

20. Cozy 2 Full Beds|Free Parking & Wifi

Niantic

Anonymous traveller

CA $131 total

includes taxes & fees

Nov 8 - Nov 9

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Find vacation rentals that suit your style

Top Deep River Hotel Reviews

A living room with a stone fireplace, grey sofas, and a coffee table.

The Captain Stannard

Westbrook Center

10/10 Excellent

Our stay was great! My flight got in early, and the innkeeper was very kind to let me check in early. The room was clean, comfortable, and safe. The doors to the inn are locked with a keypad that every traveler has a unique code for safety. The first floor common area has a guestbook, a cabinet full of puzzles and other games, a TV, a kitchenette, and lots of seating. The kitchen has a large refrigerator that guests can access along with coffee, tea, and glassware. They also provide postcards...

Casey

A large, two-story house with a wrap-around porch and a conservatory.

Copper Beech Inn

Ivoryton

10/10 Excellent

The owner was so nice! She even helped with our bags. She went out of her way to show us things and find things to see and do in the area. The room was spotless, the bathroom was the nicest I've ever seen in a hotel. The breakfast was included..but was still full menu and service. I cannot say enough nice things about this place. The history is great, the neighborhood is wonderful and close to all Essex communities. Beautiful place!

Sonya

The Scranton Seahorse Inn

Madison Center

10/10 Excellent

Francd

A sign for Pier Blue Guesthouse with a landscaped garden featuring various shrubs and trees.

Pier Blue Inn Old Saybrook - Essex

Saybrook Manor

10/10 Excellent

John

A modern lobby with a wooden ceiling, a large sofa, a coffee table, and a seating area with armchairs.

Best Western Niantic - New London/Mystic Area

Niantic

10/10 Excellent

Jordan

An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled floor.

Hilton Garden Inn Wallingford/Meriden

Wallingford

10/10 Excellent

Andrew

Find out more about Deep River

Everything you need to know about Deep River vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Deep River vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Deep River vacation 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Deep River vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Deep River vacation rentals we have selected for you start as low as CA $178 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Deep River rentals

At Expedia, we put the best Deep River vacation 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 vacation.

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 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 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.

Deep River Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Deep River vacation rentals

1. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

2. 1-bedroom cottage with Grove Beach 🏖️ access.

3. Walk To Goodspeed Opera House!

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

5. Sunny 1 Queen Bed Smk Free Parking

6. Beachside Bliss w/ Game Room, Gym & Golf Green

7. Westbrook Getaway-Near Beaches, Train & Shoreline

8. Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown

9. Adorable Cottage with Cottage porch, walk to water & town

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

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

12. The Stern at Soundview · Beach+Ocean+Sunrise

13. NEW private studio 1.1 miles to beach in East Lyme

14. 2BR Apartment Near Wesleyan 102

15. Charming beach home, complete with pool & cozy guest house!

16. Cozy Lakefront Tiny House

17. 2BR Apartment Near Wesleyan 301

18. Cozy 2 Full Beds | Smoking Wifi

19. The Tiny Cottage & Mini Farm

20. Cozy 2 Full Beds|Free Parking & Wifi

Find vacation rentals that suit your style

Top Deep River Hotel Reviews

The Captain Stannard

10/10 Excellent

Find out more about Deep River

Deep River vacation rentals: An excellent choice for every season

How to find incredible deals on Deep River rentals

Frequently Asked Questions

Can I find a vacation rental in Deep River?

What's the top vacation rental in Deep River?

How many vacation rentals are there in Deep River?

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

What’s a vacation rental in Deep River like?

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