Deep River holiday homes

We found 447 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Deep River to find one that's perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday rentals have the amenities that you expect for your stay, which might include Wi-Fi and a pool. Whatever you're looking for, you're sure to find a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Deep River

Showing deals for:13 Nov - 20 Nov

Private kitchen
Outdoor patio fireplace, patio heaters.
Basement - Full Kitchen, Pull out couch
Pool
Exceptional
(54 reviews)

Resort style getaway w/pool, spa, game room & more

East Haddam

7% off
NZ$13,196
for 7 nights, 1 home
NZ$1,885 per night
includes taxes & fees
Resort style getaway w/pool, spa, game room & more
Living area
Exterior
Dining
Interior
Exceptional
(67 reviews)

Brand New, Villa Je t’aime, Across the Street from the beach, Sleeps 6 adults

Westbrook

8% off
NZ$12,380
for 7 nights, 1 home
NZ$1,769 per night
includes taxes & fees
Brand New, Villa Je t’aime, Across the Street from the beach, Sleeps 6 adults
Exterior detail
Exterior
Beach
Private kitchen
Wonderful
(58 reviews)

2bdr Beachfront; 11A first floor; Old Colony Beach, Old Lyme CT

Old Lyme

8% off
NZ$4,323
for 7 nights, 1 cottage
NZ$618 per night
includes taxes & fees
2bdr Beachfront; 11A first floor; Old Colony Beach, Old Lyme CT
Living area
Interior
Exterior
Private kitchen
Exceptional
(30 reviews)

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

Durham

8% off
NZ$9,092
for 7 nights, 1 home
NZ$1,299 per night
includes taxes & fees
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
Side of House with outdoor shower to rinse off from the beach.
Front of House
Aerial view of back deck area
Living Room
Exceptional
(11 reviews)

4 BED/2 BATH -PRIVATE BEACH: OLD COLONY

Old Lyme

7% off
NZ$8,103
for 7 nights, 1 home
NZ$1,158 per night
includes taxes & fees
4 BED/2 BATH -PRIVATE BEACH: OLD COLONY
Outdoor dining
Inner Hall
Parlor by fireplace
Entry Hall
Exceptional
(20 reviews)

Ludington House, Historic CT Shoreline Mansion filled with luxury and antiques

Old Lyme

10% off
NZ$25,406
for 7 nights, 1 home
NZ$3,629 per night
includes taxes & fees
Ludington House, Historic CT Shoreline Mansion filled with luxury and antiques
Living area
Living area
Dining
Private kitchen
Exceptional
(11 reviews)

Sunny, Beach Days - Enjoy the beach just steps away in Clinton, Connecticut

Clinton

8% off
NZ$8,865
for 7 nights, 1 home
NZ$1,266 per night
includes taxes & fees
Sunny, Beach Days - Enjoy the beach just steps away in Clinton, Connecticut
Living area
Terrace/patio
Room
Exterior
Exceptional
(31 reviews)

Updated cottage "Beriozka" on Cedar Lake

Chester

7% off
NZ$2,713
for 7 nights, 1 cottage
NZ$388 per night
includes taxes & fees
Updated cottage "Beriozka" on Cedar Lake
Interior
Living area
Living area
Room
Exceptional
(19 reviews)

Room for the whole family 1/2 hour to Mohegan and Mystic Seaport

Colchester

8% off
NZ$4,880
for 7 nights, 1 home
NZ$697 per night
includes taxes & fees
Room for the whole family 1/2 hour to Mohegan and Mystic Seaport
Bedroom with 2 single Beds
Living area
Dining
Interior
Exceptional
(5 reviews)

Historic Mansion 1841 - The listed price is per Bedroom, Private Entrance

Higganum

8% off
NZ$3,024
for 7 nights, 1 room
NZ$432 per night
includes taxes & fees
Historic Mansion 1841 - The listed price is per Bedroom, Private Entrance
Living Room with view of expandable dining table
Exterior
Loft View of Living Room
Deck
Exceptional
(89 reviews)

Cozy cottage near downtown Clinton, Marina & Hammonasset Park

Clinton

7% off
NZ$2,442
for 7 nights, 1 cottage
NZ$349 per night
includes taxes & fees
Cozy cottage near downtown Clinton, Marina & Hammonasset Park
Dining
Property grounds
Level 2 (240V/40amp) EV charger available
Private kitchen
Exceptional
(11 reviews)

Lake Front home, dock w/2 kayaks, firepit, grill, pedal boat. Lv2 EV charger

Higganum

16% off
NZ$5,707
for 7 nights, 1 home
NZ$815 per night
includes taxes & fees
Lake Front home, dock w/2 kayaks, firepit, grill, pedal boat. Lv2 EV charger
Exterior detail
Interior
Interior
Exterior detail
Exceptional
(140 reviews)

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

Old Saybrook

8% off
NZ$5,991
for 7 nights, 1 home
NZ$856 per night
includes taxes & fees
Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats
Room
Backyard
Entrance is on the front of the building.
Interior
Exceptional
(8 reviews)

The Little Chestnut. A charming historic apartment in Downtown Chester

Chester

7% off
NZ$2,641
for 7 nights, 1 apartment
NZ$377 per night
includes taxes & fees
The Little Chestnut. A charming historic apartment in Downtown Chester
Full chef's kitchen with new appliances
Winter afternoon from the boathouse
Ipe deck in the morning sun
Living area
Exceptional
(6 reviews)

Gracious Riverfront Home where the Connecticut River and Long Island Sound Meet

Old Lyme

16% off
NZ$7,226
for 7 nights, 1 home
NZ$1,032 per night
includes taxes & fees
Gracious Riverfront Home where the Connecticut River and Long Island Sound Meet
Private kitchen
Property grounds
Room
One full bedroom w two full sleeper sofas to accommodate 4 guests comfortably.
Exceptional
(63 reviews)

Summer at the Haddam House

Haddam

8% off
NZ$3,081
for 7 nights, 1 home
NZ$440 per night
includes taxes & fees
Summer at the Haddam House
Newly remodeled kitchen
Beautiful sun room for dining
family room
family room
Exceptional
(26 reviews)

Make Memories in Charming Hawk's Nest Beach!

Old Lyme

8% off
NZ$4,312
for 7 nights, 1 home
NZ$616 per night
includes taxes & fees
Make Memories in Charming Hawk's Nest Beach!
Front of Birdsong at end of summer
Pathway leading to Birdsong- spring
Kitchen and living room
Kitchen
Exceptional
(92 reviews)

Birdsong - Relaxation, Activities & Culture In Quaint Shoreline Town

Madison

12% off
NZ$2,395
for 7 nights, 1 apartment
NZ$342 per night
includes taxes & fees
Birdsong - Relaxation, Activities & Culture In Quaint Shoreline Town
Beach
Exterior
Exterior detail
Living area
Exceptional
(53 reviews)

2Bdr Beachfront; 11B second floor, Old Colony Beach , CT

Old Lyme

8% off
NZ$3,357
for 7 nights, 1 cottage
NZ$480 per night
includes taxes & fees
2Bdr Beachfront; 11B second floor, Old Colony Beach , CT
Seat 6 people at the dining table, or use it to get some work done.
Enter into the open floor plan with updated kitchen, living, and family room.
Gateway to tranquility at the private beach is only a 5 minute walk.
Chef's kitchen with cooking supplies, large island, and ample cabinet space.
Exceptional
(79 reviews)

UPDATED HOME, king+queen beds, AC, 5 min walk to beach, 1 min to Waters Edge

Westbrook

8% off
NZ$5,701
for 7 nights, 1 home
NZ$814 per night
includes taxes & fees
UPDATED HOME, king+queen beds, AC, 5 min walk to beach, 1 min to Waters Edge
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Book a holiday rental for your Deep River getaway

The parks and surrounding scenery provide a peaceful ambience to your holiday home in Deep River. This city has something for everyone. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Sightseeing in and around Deep River

Do you want to discover attractions to visit while you're in the area? Venture out of your cosy holiday rental and experience everything that Deep River has to offer. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Chatfield Hollow State Park (5.5 mi / 8.9 km)
  • Machimoodus State Park (9.1 mi / 14.6 km)
  • Dinosaur Place at Nature's Art (14.4 mi / 23.2 km)
  • Powder Ridge Mountain Park and Resort (16.2 mi / 26.2 km)
  • Brownstone Exploration & Discovery Park (16.7 mi / 26.9 km)
  • Chamard Vineyards (5.4 mi / 8.7 km)

Exploring the natural landscape of Deep River

Whether you're an adventurous traveller or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Deep River. These are some of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Chatfield Hollow State Park (5.5 mi / 8.9 km)
  • Westbrook Town Beach (6.2 mi / 10 km)
  • Clinton Town Beach (6.9 mi / 11.1 km)
  • Goose Island (7.3 mi / 11.7 km)
  • Harvey's Beach (7.8 mi / 12.6 km)
  • Hammonasset Beach (8.6 mi / 13.8 km)

Transport options to and around Deep River

The nearest airport is in New Haven, CT (HVN-Tweed - New Haven Regional), located 22.1 mi (35.5 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into New London, CT (GON-Groton - New London), which is 22.9 mi (36.8 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Deep River?
According to our data, houses are the most popular type of holiday property in Deep River. But as you'd expect, everyone's idea of an awesome trip differs. Bookabach has holiday homes in a variety of sizes and shapes, and we'll help you locate the perfect fit for you.
How much does it cost to rent a holiday home in Deep River?
Season, property type and length of stay are some things that can determine the price of a holiday home. Simply click on your travel dates to find your ideal escape. From comfy cabins to expansive luxury villas, all Bookabach holiday homes offer unbeatable value.
How much does it cost to rent a beach house in Deep River?
Prices for beach houses in Deep River vary depending on the style and size of the property and when you're travelling. Just enter your travel dates into Bookabach and how many guests to see your options and prices. From there you can use our filters to narrow down your search by amenities, nearby activities, ratings and more.
What are popular home amenities in Deep River?
A garden is one of the more preferred amenities people search for in Deep River. Whatever style of holiday home you're planning to book, they all offer perks to make your stay more convenient and comfortable.
What are the top attractions for families in Deep River?
Keep the kids busy at these fantastic family-friendly attractions in Deep River:
  • Essex Steam Train
  • Harveys Beach
  • Clinton Town Beach
How old do you have to be to rent a holiday home in Deep River?
It's advisable to check with the Deep River holiday home you're looking at on Bookabach as the age limit varies. However, typically it's 16, 18 or 21.
How long can I rent a holiday home in Deep River for?
It all depends on the Deep River property. To view all available options offering extended stays, just type your dates and number of guests into Bookabach. You can enjoy having the property to yourself, as well as comforts such as a full kitchen, air conditioning and a backyard where the little ones can play. Keep your eyes open for long-term stays that offer discounted weekly or monthly prices.