50 Best Connecticut Apartments on Holiday Lettings - Beach rentals

Close

View larger map

Also consider

Mystic Country
20 properties
Apartments Mystic
11 properties
Westport
6 properties
Apartments Old Saybrook
6 properties
Apartments Branford
6 properties
Apartments Greenwich
5 properties

Connecticut

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this vacation rental you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

137 Vacation rentals

7

Roxbury Vacation hotel apartment rental

Connecticut / Roxbury

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden
The best way to experience Roxbury Connecticut... A completely Private Apartment in Modern contemporary home located on Route 67 in Roxbury Connecticut. 2 Bedrooms, Full Kitchen, Full Bathroom, Living Room, Oversized Deck, Outdoor Grill, and 3+ Acres of Land with Outd …see more

from $249 / night

$1495 / week

Book View

from $249 / night

(1) Excellent 

6

Vacation home in Connecticut

Connecticut / Darien

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Air conditioning
  • Private garden
This is a private pool house with queen bed and kitchenette on a 3 acre property. There is a pool steps away as well as a tennis court on the property and you will have full access to both. There is a bathroom with shower and other amenities can be provided. We are clos …see more

from $125 / night

$500 / week

Book View

from $125 / night

(1) Excellent 

21

Vacation home rental

Connecticut / East Hampton

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
The house is at the end of a short lane, and faces Lake Pocotopaug, with 80 feet of direct lake front, with incredible views of the lake. We have outdoor seating, including a picnic table and umbrella, hammock and firepit. There is plenty of activity on the lake from …see more

from $250 / night

$1600 - $3060 / week

Book View

from $250 / night

(5) Excellent 

17

Vacation cottage in Madison

Connecticut / Madison

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Seasonal shoreline cottage in the lovely town of Madison Ct. This adorable completely renovated cottage is located 1mile from Hammonesset State Park . The park has lovely beaches, a nature center, fishing, biking, hiking and birdwatching. The cottage is also a short d …see more

from $85 / night

$580 - $700 / week

Book View

from $85 / night

31

Cottage rental in Old Lyme

Connecticut / Old Lyme

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
Make the most of your Old Lyme beach vacation when you stay at this newly remodeled 3-bedroom, 1-bathroom vacation rental cottage, just steps from the shores of the Atlantic Ocean. With sleeping accommodations for up to 6 traveling guests, this cottage is perfect for gr …see more

from $140 / night

$980 - $1925 / week

Book View

Responds fast!
avg. 1 hour 45 minutes

from $140 / night

(8) Excellent 

73

Vacation home in Connecticut

Connecticut / Chester

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
The Connecticut Retreat was built by a pair of New Yorkers who wanted a "spiritual and artist retreat" convenient to NYC but far from the fast-paced lifestyle of the City. The Retreat is situated on 10 wooded acres surrounded by 1000 acres of forest. Take a short walk t …see more

from $150 / night

$995 / week

Book View

from $150 / night

(2) Very Good 

21

Stamford Vacation apartment rental

Connecticut / Stamford

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Ask about children
  • Car not necessary
  • Air conditioning
Completely updated apartment in lovely rural setting but close to everything. Get away without going very far. Take a break from sterile hotel rooms while on business. Private entrance, 2 bedroom, 1.5 bath, fully equipped kitchen, dining room, living room, french doors …see more

from $200 / night

$1400 / week

Book View

from $200 / night

26

Home rental in Connecticut

Connecticut / Litchfield

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning
  • Pet friendly
Relish in the luxuries and comforts of this 3-bedroom, 2-bathroom vacation rental house in Litchfield! 'Stone-Peca' is a quintessential New England property that sits on a half acre of land and offers a spacious backyard with a deck and patio. Stylish, high-end decor ad …see more

from $235 / night

$1645 - $2625 / week

Book View

Responds fast!
avg. 1 hour 45 minutes

from $235 / night

20

Vacation home in Connecticut

Connecticut / Westport

3 4 1 night min

  • 3 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 1 mi
  • Child friendly
  • Air conditioning
Its a great house on half an acre. Starting at 199 Per night. All updated. Much better than three pictures.Brand new kitchen appliances. restaurant begin two houses away. Walk to everything. Yes really one minute to stores restaurants markets and lots of stores etc. …see more

from $249 / night

$1700 - $2260 / week

Book View

Responds fast!
avg. 2 hours 20 minutes

from $249 / night

(1)  

10

Connecticut Vacation apartment rental

Connecticut / Mystic

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
  • Nearest beach 3 mi
  • Child friendly
  • Air conditioning
Walk to everything! Steps away from downtown Mystic shops, restaurants, marinas, and drawbridge! Mystic Seaport, Aquarium, vineyards, beaches, and casinos are down the road. Beautiful 4 bedroom, 2 bathroom apartment ... 1478 sf in a historic home. Recently …see more

from $300 / night

$1500 - $2450 / week

Book View

from $300 / night

13

Vacation home in West Cornwall

Connecticut / West Cornwall

3 10 2 nights min

  • 3 bedrooms
  • Sleeps 10
  • 2 nights min
  • Nearest beach 6 mi
  • Child friendly
  • Air conditioning
Architect-designed, contemporary, 3-bedroom country home. Sited on five private hillside acres with breathtaking views of the Housatonic River Valley in the foothills of the Berkshire Mountains. With geothermal heating and air conditioning, heated floors, wood, slate, a …see more

from $375 / night

$1750 - $2170 / week

Book View

Responds fast!
avg. 1 hour 33 minutes

from $375 / night

(1) Excellent 

11

Falls Village Vacation apartment rental

Connecticut / Falls Village

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Ask about children
  • Private garden
Lovely second-story guest house on wooded property. Generously sized bedroom with queen bed, comfortable bathroom with therapeutic river stone walk-in shower, petit fully equipped kitchen, and relaxing main room with leather dual-reclining loveseat, flat screen TV, pri …see more

from $165 / night

$1155 / week

Book View

from $165 / night

(1) Excellent 

14

Townhouse rental in Connecticut

Connecticut / Bridgeport

2 6 30 nights min

  • 2 bedrooms
  • Sleeps 6
  • 30 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.48 mi
  • Air conditioning
Enjoy spectacular sunrises and sailing regattas while sipping coffee from the back decks of this charming townhome. Black Rock is a historical peninsula within walking distance to trendy restaurants, tranquil beaches, and Metro North train station with just over an hou …see more

from $150 / night

$1050 / week

Book View

from $150 / night

(3) Excellent 

12

Apartment rental in Torrington

Connecticut / Torrington

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
Large apartment, windows on 3 sides, new appliances, Wi-Fi, Conveniently situated on Main street downtown Torrington, from one to ten minutes away from restaurants, ten minutes away from movies theater, ten minutes away from the Post office, and all this is walking time …see more

from $90 / night

$630 / week

Book View

from $90 / night

(3) Very Good 

9

Connecticut Vacation home rental

Mystic Country / Coventry

6 10 2 nights min

  • 6 bedrooms
  • Sleeps 10
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 56 mi
  • Child friendly
This beautiful vacation home is located in serene Coventry lake resort area just three minutes walk from the lake and minutes from Patriots Park, Lake View restaurant and the famous Bidwell Tavern. Historic Capt. Nathan Halle homestead and museum are less than two miles …see more

from $320 / night

$1750 - $2030 / week

Book View

from $320 / night

28

Vacation home in Connecticut

Connecticut / New London

2 12 Min stay varies

  • 2 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Bright Ocean Beach Park House is a wonderful 3 bedroom 2 bath family vacation rental and is available year round. Just two blocks from Ocean Beach Park and close to Mohegan Sun and Foxwoods casinos, Mystic Seaport and Aquarium! Ferry to Block Island and Orient Point in …see more

from $220 / night

$1200 - $2355 / week

Book View

Responds fast!
avg. 2 hours 29 minutes

from $220 / night

11

Vacation home in Connecticut

Connecticut / Southbury

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
The house is in a historic village with 22 others clustered around the Congregational Church across the street from the house. Built in 1795 it has four large corner rooms on both floors On the first floor there's a central entry hall, with dining and library to eithe …see more

from $230 / night

$1595 - $3695 / week

Book View

from $230 / night

(7) Excellent 

22

Mystic Vacation home rental

Connecticut / Mystic

3 7 2 nights min

  • 3 bedrooms
  • Sleeps 7
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
Mystic resort on exclusive Mason's Island ! Swimming and fishing off dock! Solar heated pool with diving board. Tiki bar with water view and indoor hot tub! Game room...perfect for families and pets! Beautiful views from three outside decks! Use the kayak! Rent free bi …see more

from $350 / night

$2000 - $2800 / week

Book View

from $350 / night

(1) Excellent 

8

Vacation cottage in Connecticut

Connecticut / Old Saybrook

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Child friendly
A 2 Room, Small Cottage overlooking the Cornfield Point Private Beach on the Long Island Sound. INCLUDES: A fully stocked kitchen with microwave, coffeemaker, and toaster. A dinette table for four, A full-size custom futon sleeper sofa, a one half bath, with attached o …see more

from $111 / night

$776 - $1325 / week

Book View

from $111 / night

(7) Excellent 

17

Vacation home in Greenwich

Connecticut / Greenwich

3 5 4 nights min

  • 3 bedrooms
  • Sleeps 5
  • 4 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
Minutes from Byram beach and also from the main streets of Port Chester, Rye and Greenwich, this fully renovated home boasts hard wood floors, washer dryer, central heating and air conditioning and a wonderful state of the art kitchen with granite counter tops. The prop …see more

from $205 / night

$1363 - $1425 / week

Book View

Responds fast!
avg. 3 hours 16 minutes

from $205 / night

13

Vacation home in Connecticut

Connecticut / Clinton

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
Private beach. Sleeps 10 people. Front of house has Long Island Sound Views and the back overlooks tranquil Marsh area. Large gourmet kitchen with Subzero refrigerator, two sinks, double wall oven, and microwave. Huge granite island for food prep and parties. Open conce …see more

from $429 / night

$3003 / week

Book View

Responds fast!
avg. 2 hours 46 minutes

from $429 / night

17

Vacation home in Preston

Mystic Country / Preston

2 8 2 nights min

  • 2 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Natural beauty inside and out! Unique post and beam log cabin style cape warms you with beautiful woodwork throughout! Picture windows overlook this 10 acre property with large pond. First floor has 2 bedrooms, kitchen and combination living room/dining room. 2nd floor …see more

from $220 / night

$1200 - $2600 / week

Book View

Responds fast!
avg. 3 hours 3 minutes

from $220 / night

15

Vacation home rental

Connecticut / Westport

3 7 30 nights min

  • 3 bedrooms
  • Sleeps 7
  • 30 nights min
  • Beach/lakeside relaxation
  • Air conditioning
  • Private garden
This direct waterfront getaway boasts an open floor plan with spectacular full water views throughout. Experience glorious energizing sunrises and exquisite sunsets to begin and end your magical days in this tranquil setting. Custom modern European inspired gourmet ki …see more

from $300 / night

$2100 / week

Book View

from $300 / night

24

Apartment rental in Connecticut with shared pool

Mystic Country / Norwich

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning
Book a stay at 'Tuscan Villa Retreat' at The Norwich Inn & Spa and experience the best of Norwich at this totally renovated 1-bedroom (loft), 2-bathroom condo, which sleeps 2. Located next to the Spa at Norwich Inn, with Mohegan Sun Casinos just 1.5 miles away and Foxwo …see more

from $185 / night

$1110 - $1575 / week

Book View

Responds fast!
avg. 1 hour 45 minutes

from $185 / night

11

Vacation condo rental

Connecticut / Stamford

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly
In this high-ceiling sunny downtown loft, there is a family atmosphere and eclectic furniture and decor. It is close to local activities (parades, fun-raisers, fun runs...etc), great nightlife, public transport: the bus is across the street, the city center (only a 1/4 …see more

from $65 / night

$395 - $500 / week

Book View

from $65 / night

26

Vacation home in Connecticut

Connecticut / Greenwich

3 5 4 nights min

  • 3 bedrooms
  • Sleeps 5
  • 4 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Minutes from Byram beach and also from the main streets of Port Chester, Rye and Greenwich, this fully renovated home boasts hard wood floors, washer dryer, central heating and air conditioning and a wonderful state of the art kitchen with granite counter tops. The prop …see more

from $205 / night

$1363 - $1450 / week

Book View

Responds fast!
avg. 3 hours 16 minutes

from $205 / night

(4) Excellent 

40

Connecticut Vacation apartment rental

Mystic Country / Brooklyn

6 16 2 nights min

  • 6 bedrooms
  • Sleeps 16
  • 2 nights min
  • Nearest beach 121 mi
  • Swimming pool
  • Child friendly
Modern amenities with Old Barn Charm! Rural comfort & privacy for the whole family. Room to relax, dine & entertain. 6 bedrooms, 4 full bathrooms, living room, dining room, eat-in kitchen, solarium, library, porch, 2nd floor deck, 40 ft in-ground pool, manicured …see more

from $395 / night

$2065 - $3465 / week

Book View

from $395 / night

(5) Excellent 

40

Connecticut Vacation home rental

Connecticut / Mystic

6 10 Min stay varies

  • 6 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 5 mi
  • Child friendly
  • Private garden
* * Plan NOW - Visit for Summer Vacations * * The "1853 Captain Wheeler House" - A fully furnished self cater with most everything provided. All season home a short walk to thriving town of Mystic & close to many regional attractions along the Connecticut shore & Rhod …see more

from $550 / night

$3325 - $4480 / week

Book View

Responds fast!
avg. 3 hours 7 minutes

from $550 / night

14

Sherman Vacation home rental

Connecticut / Sherman

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
Private secure community with million dollar homes. Perfect weekend retreat. 90 minutes from NYC. This two bedroom cottage has all the necessary amenities. Includes access to two private beaches on Candlewood Lake and Green Pond. Just renovated with new wood floors, ne …see more

from $199 / night

$1393 / week

Book View

from $199 / night

10

Vacation private room with swimming pool in Connecticut

Connecticut / Hamden

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Swimming pool
  • Air conditioning
  • Private garden
This Royal Master Suite offers the finest set of amenities similar to those found in any luxury resort. With plenty of room to live, breathe, read, or sleep in comfort, this boudoir is truly a treat. This Colonial Home has a warm, inviting atmosphere with a hostess who …see more

from $90 / night

$560 / week

Book View

Responds fast!
avg. 3 hours 49 minutes

from $90 / night

(14) Excellent 

17

Vacation cottage in Branford

Connecticut / Branford

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Ask about children
This newly renovated one bedroom cottage is set in the midst of other cottages. With a private back garden, patio, beautiful flowers, and steps from a private neighborhood beach , the cottage is clean, and comfortable. For cool nights there is a gas fire, and an air con …see more

from $125 / night

$800 - $980 / week

Book View

Responds fast!
avg. 1 hour 32 minutes

from $125 / night

8

Vacation cottage in Connecticut

Connecticut / East Lyme

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 6 mi
  • Child friendly
The Cozy Nest Cottages are a small group of vintage cottages located across the street from the Niantic River in East Lyme, Connecticut. The cottages are secluded, on a dead end street, and border the Oswegatchie Hills, one of the last stretches of pristine woods on the …see more

from $123 / night

$860 / week

Book View

Responds fast!
avg. 2 hours 10 minutes

from $123 / night

21

Vacation yurt in Connecticut

Connecticut / East Haddam

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Ask about pets
The Sanctuary is a mind/body retreat and wellness center situated on a 40 acre, solar-powered land preserve with a walking labyrinth, permaculture gardens, beaver ponds, forest trails, an apiary, goats and chickens. We host yoga classes, meditation, sound healings, mus …see more

from $90 / night

$550 / week

Book View

from $90 / night

13

Private room rental in Connecticut

Connecticut / Stonington

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 13 mi
  • Air conditioning
  • Private garden
A contemporary home with an open floor plan just five miles from Westerly and Mystic. Easy access to the Borough, Lord's and Sandy Points, and Foxwoods, the property sits in the midst of conservation land where you may see an array of birds and other wildlife during you …see more

from $58 / night

$406 / week

Book View

from $58 / night

39

Connecticut Vacation cottage rental

Connecticut / Southport

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Child friendly
  • Air conditioning
Brand new private one bedroom apartment on estate with full kitchen, marble bathroom and open living room with beautiful views and outdoor shower. Located on the "Gold Coast" between Westport and Fairfield. A great getaway stocked with beach equipment, bikes and outdoor …see more

from $200 / night

$1500 / week

Book View

from $200 / night

12

Vacation home in Old Lyme

Connecticut / Old Lyme

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
I challenge you to find a cottage that provides more than our Pail and Shovel Inn at Old Colony Beach in Old Lyme, Connecticut! Known as - pail and shovel inn - all in one word online, we offer the following: Beds in 3 bedfrooms - King-size Bed (1) - Trundle (two tw …see more

from $265 / night

$1850 / week

Book View

from $265 / night

9

Connecticut Vacation home rental

Mystic Country / Niantic

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
Just 2 blocks from beaches and kayaking on Long Island Sound, this charming, open lay-out renovated cottage with large fenced in yard at Black Point, Niantic (East Lyme) is available for the entire summer - or portion of. Near CT attractions; Mystic Seaport, Rhode Isla …see more

from $200 / night

$1400 / week

Book View

from $200 / night

(2) Very Good 

13

Vacation home rental

Connecticut / Waterford

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
A passive solar contemporary,this 3 bedroom, 2 1/2 bath oceanfront home offers beautiful views of long island sound. The house has a large deck in the back with the back yard fronting the water and a large dock. The side yard is large enough for outdoor games. Neighbo …see more

from $236 / night

$1651 / week

Book View

from $236 / night

26

Cottage accommodation in Connecticut

Connecticut / Milford

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Experience a classic New England beach vacation from this gorgeous 4-bedroom, 1-bathroom vacation rental cottage in Milford that comfortably sleeps 7. With a private beach, a fire pit, and an outdoor shower all just beyond your front door, this home offers guests plenty …see more

from $295 / night

$2065 - $3675 / week

Book View

Responds fast!
avg. 1 hour 45 minutes

from $295 / night

19

Vacation home rental

Connecticut / Groton

7 12 7 nights min

  • 7 bedrooms
  • Sleeps 12
  • 7 nights min
  • Child friendly
  • Private garden
The home is situated directly on the waterfront at the convergence of the Thames River and Long Island Sound. It has a large yard that can accommodate outside games and activities, an ample wrap-around porch that can accommodate dining, entertaining or just relaxing wi …see more

from $500 / night

$3500 / week

Book View

from $500 / night