
House holiday rentals in Deep River
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Top-rated house rentals in Deep River
Guests agree: these houses are highly rated for location, cleanliness and more.

Romantic Getaway at The Lake!
Beautiful year round getaway! Relax and have a glass of wine by the lake. Wake early to enjoy the sun rising directly over the lake with a fresh cup of coffee. Enjoy direct lake access on a trophy bass lake including a beautiful dock. Hot tub overlooking the water open year round. Enjoy dinner in front of beautiful gas fireplace. Amazing sunrises and colorful sunsets. The location and amenities make for a fantastic romantic getaway for two! Centrally located 30 minutes from the Mohegan Casino.

The Dragon Fly Garden
The phrase "nestled in nature” is the best way to describe the dragonfly's den. Sitting on the trail head to over 1,000 acres of the Cocaponsette State Forest across from Messerschmidt pond and just three miles from the winding salt water marsh water way you won't find a better mix of activities. Golf & boating are just moments away. Mountain biking & Trail running off the property. This country cottage boasts lake views, wildlife and wandering trails to loose yourself within. 1GB internet

Stunning Artisan Waterfall Escape, Walk Downtown
Rated one of the top 70 airbnb's near NYC on the online mag "Curbed". Featured on EarthxTV "House of What" series. Over 10 years of craftsmanship went into creating a work of art using more than 80% recycled materials. Known locally as "The Recycle House," this is the perfect place to stay to explore shops and galleries in downtown Chester - just steps away. When you are done shopping, come back and relax in the zen-like garden overlooking a waterfall or curl up inside by the fire place.

Cozy Comforts!
Keep it simple at this peaceful and centrally-located place. Completely open concept and fully renovated. Country living yet just minutes to downtown Middletown and Wesleyan University. Come stay at our home away from home! We are about 20-25 min from the shoreline or travel in the other direction and you’ll be in our state’s capital, Hartford. We are only about 10-15 min from Wesleyan and downtown Middletown for shopping and great restaurants! You don’t want to miss this one!

The Sandpiper
Newly renovated 2-Family Home! Located right in Greenport Village providing walking distance to all the restaurants, bars, shopping, coffee shops, and Shelter Island Ferry, Long Island Railroad (LIRR), and Hampton Jitney. My place is close to restaurants and dining, the beach, family-friendly activities, nightlife, and public transport. You’ll love my place because of Location!. My place is good for couples, solo adventurers, business travelers, families (with kids).

Best of both worlds!
Great location- 1 mile to the beach, 1/2 mile to shops and restaurants, and less than a 1/4 mile to a park! The house is set back from the road with a good size driveway. The inside is newly renovated and we are working to finish the yard area for the summer! The house has WiFi, large yard, and a great front porch that gets a ton of sun. We’ve made great memories there over the years and are now looking to share it with others!

Paradise On The Hill Luxury Apartment.
Enjoy your own special and separated section of this beautiful, modern colonial home. This beautiful home includes an oversize living room with a comfortable Queen Size sectional sleeper sofa, oversize Master Bedroom and very large bathroom with spa like jets. His and hers closets. Beautiful kitchenette. 50 inch T.V., Free WiFi. , comfortable dining and more, all for the comfort and convenience of our guests.

The Cozy Nook
Our Cozy Nook is a comfortable and spacious apartment with an open floor plan. Nestled in a peaceful country neighborhood makes it a relaxing get away. Nearby we have endless hiking trails, beaches, the Connecticut River and cozy villages with delicious dining, two professional theaters, galleries and one of a kind shops. The Nook offers a warm and welcoming place to stay while enjoying the surrounding area.

Family Stays, CT
Centrally Located Cozy Family Vacation Home: Just 1.2 miles from Wesleyan University, our welcoming home is an ideal choice for families, solo travelers, couples, professionals, business travelers, and almost anyone. Whether you're here to explore Middletown or the surrounding Connecticut towns, you'll have the entire property to yourself for a comfortable and enjoyable stay.

Modern Farmhouse with Hot Tub in Old Lyme, CT
Originally built in 1856 this farmhouse has been lovingly restored with stylish and modern amenities for a perfect vacation getaway. Nestled in the heart of downtown, historic Old Lyme the property is convenient to shops, restaurants and local shoreline activities including water sports and hiking.

Mystic Manor-Walk to Mystic Pizza
Newly styled 1930's Tudor in Historic Mystic. Walking distance to Mystic Pizza and Downtown. 4 minutes to Amtrak Station, 5 minutes to Seaport Museum, 10 minutes to Aquarium, 20 minutes to Foxwoods Casino/ Outlet Mall and Mohegan Sun & 40 minutes to Providence Airport.

Adorable Beach Cottage - Private Beach Association
Enjoy New England's coastline while you stay in this sparkling condition, fully updated home with coastal decor in a private beach community. This home is perfectly located for exploring the coastline or sunbathing at the beautiful, private sandy beach.
Popular amenities for house rentals in Deep River
House rentals with a pool

Waterview Cove 1 @ Ocean Beach: 6 Queen 1 Sofa Bed

Casino Wine Down House with Winter Igloo

Breathtaking home with unforgettable views & pool!

Modern East Hampton Home w/ Heated Saltwater Pool

Private oasis~1 block to water, 5 mins to Main St.

Hot Tub~Pool~GameRoom~FirePit~BBQ~King Bed~Casinos

Secluded Farmhouse - Studio Apartment Style Unit

Modern farmhouse w/ pool, beach, horses and winery
Weekly house rentals

Adorable Beach House on LI Sound

Plant Lovers Paradise

Waterfront NoFo Cottage w/ public beach access

Pet Friendly Cozy Home for Work/Leisure

Zion's Light Beach Cottage

Rivermist/Quaint, Historic Home in Essex Village

Lake House - Unit B

Middle Beach House 3 Min Walk
Private house rentals

The Silhouette in Hartford

Newly renovated CT shoreline home next to Marinas

Stylish Modern Home, 4-Bedroom, Madison CT

Stylish Retreat Waterviews

Hot Tub & Firepit•Sunsets & Beach Walk | Fireplace

Charming Cottage by the Lake

Old Lyme Farmhouse

this place offer a lots
Quick stats about house rentals in Deep River

Total holiday rentals
Explore 30 holiday rentals in Deep River

Nightly prices starting at
Deep River holiday rentals start at $88 SGD per night before taxes and fees

Verified guest reviews
Over 1,290 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Deep River holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Deep River rentals

4.9 Average rating
Deep River stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
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- Yale University
- Foxwoods Resort Casino
- Charlestown Beach
- Fairfield Beach
- Six Flags New England
- Cooper's Beach, Southampton
- Southampton Beach
- Ocean Beach Park
- Mohegan Sun
- East Matunuck State Beach
- Hammonasset Beach State Park
- Long Island Aquarium
- Powder Ridge Mountain Park & Resort
- Mystic Seaport Museum
- Mount Southington Ski Area
- Yale University Art Gallery
- Burlingame State Park
- Sleeping Giant State Park
- Ski Sundown
- Salty Brine State Beach
- Orient Beach State Park
- East Hampton Main Beach
- Meschutt Beach
- Ditch Plains Beach




