50 Best Connecticut Apartments on Holiday Lettings - Beach rentals

Close

View larger map

Also consider

Mystic Country
17 properties
Apartments Mystic
10 properties
Apartments Old Saybrook
6 properties
East Lyme
6 properties
Estates Stonington
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

148 Vacation rentals

15

Vacation apartment with golf nearby in Connecticut

Connecticut / Stonington

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 0.01 mi
  • Child friendly
  • Air conditioning
Explore the richness of the Stonington Borough. Beaches, kayak launch. wonderful retail and antique shops, 5 restaurants, 2 dockside and waterfront, farmers market, fishing/fresh seafood docks, art galleries, dog park, library, Beard microbrewery, specialty coffee and t …see more

from $195 / night

$1,365 / week

Book View

from $195 / night

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

$1,494 / week

Book View

from $249 / 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 4 adults,7 people total. With a private beach, a fire pit, and an outdoor shower all just beyond your front door, this hom …see more

from $295 / night

$2,065 - $3,675 / week

Book View

Responds fast!
avg. 28 minutes

from $295 / night

24

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 $150 / night

$1,050 - $1,995 / week

Book View

Responds fast!
avg. 28 minutes

from $150 / 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 $238 / night

$1,725 - $2,590 / week

Book View

Responds fast!
avg. 2 hours 29 minutes

from $238 / night

(1) Excellent 

27

Southbury Vacation home rental

Connecticut / Southbury

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 3 mi
  • Child friendly
  • Car not necessary
Charming, recently renovated, two-story, 1,200 square-foot coach house built in 1795 and set in a tranquil 3-acres of lawns, gardens, orchards and forest at the heart of the historic Village of South Britain founded in 1715 by settlers from the south of England, This v …see more

from $152 / night

$975 - $2,095 / week

Book View

from $152 / night

(6) 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

(1) Excellent 

38

Vacation villa rental

Connecticut / Middle Haddam

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Air conditioning
The Captain's House, a 3,400 SF 3-level renovated waterfront Victorian, features 5 bedrooms, 3-1/2 baths, gourmet kitchen,wraparound deck, badminton/volleyball court and 40' dock. A magical place to relax & recharge... Knowles Landing is one of the most beautiful waterf …see more

from $400 / night

$2,700 - $4,750 / week

Book View

Responds fast!
avg. 1 hour 24 minutes

from $400 / night

(1) Excellent 

31

Norwich Vacation villa rental

Mystic Country / Norwich

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Nearest beach 16 mi
  • Swimming pool
  • Child friendly
Relax in a beautiful Villa located on the grounds of the world famous "Spa at Norwich Inn" near the Mohegan Sun Casino. Whether you are in the mood to enjoy a World Class Spa, Golf on a 18 hole, par 71 PGA rated course, Tennis, Sparkling Pools, Fine Dining, or the Foxwo …see more

from $165 / night

$1,155 / week

Book View

Responds fast!
avg. 3 hours 12 minutes

from $165 / night

(1) Excellent 

26

Vacation home in Connecticut

Connecticut / Greenwich

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning
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 $180 / night

$1,599 - $1,750 / week

Book View

Responds fast!
avg. 3 hours 39 minutes

from $180 / night

(3) Excellent 

14

Vacation b&b in Connecticut

Connecticut / New London

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 6 mi
  • Ask about children
Special Winter Rate for January, Feb March of $75.00 a night, third night free. Starr Street is legendary in the area. Restored 1830 Greek revival homes in the center of the city. Walking distance to everything. 5 minutes from train to NYC or Boston as well as Ferry …see more

from $95 / night

$570 / week

Book View

Responds fast!
avg. 3 hours 0 minutes

from $95 / night

24

Home rental in Connecticut

Mystic Country / Norwich

5 10 2 nights min

  • 5 bedrooms
  • Sleeps 10
  • 2 nights min
  • Suitable for children age 5+
Immerse yourself in Connecticut’s serenity by reserving a stay at this elegant and unique Norwich vacation rental house, which overlooks Chelsea Parade. The home’s many luxurious amenities include 5 bedrooms, 3.5 bathrooms, accommodations for 10, a ballroom, a library, …see more

from $319 / night

$2,233 - $2,975 / week

Book View

Responds fast!
avg. 17 minutes

from $319 / night

30

Vacation home rental

Connecticut / Washington

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
South Street is a mint condition 4 bedroom home with a heated pool, wonderful flat private quiet yard with a swing set far back from the street. The home is in Washington, the most desirable historic rural town in Litchfield County with wonderful restaurants, land prese …see more

from $695 / night

$2,475 / week

Book View

from $695 / 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

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

$1,500 / week

Book View

from $200 / night

(3) Excellent 

42

Home rental in Connecticut

Connecticut / Lakeville

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets
This newly renovated 4 bedroom, 3 bath house is fully furnished and available for short or long term rentals. This house has a new kitchen, air conditioning, cable TV and wireless internet. It is located approximately 200 feet from the entrance to the Town Grove which o …see more

from $325 / night

$1,650 - $2,350 / week

Book View

from $325 / night

(2) Excellent 

17

Home rental in Connecticut

Connecticut / Old Lyme

4 12 7 nights min

  • 4 bedrooms
  • Sleeps 12
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Amazing remodel of this beachside, 4BR, 2Bath colonial. Two private beaches to choose from in this gated community. Dogs are welcome and a fenced area is provided! Plenty of room for 4 to 5 cars off street. The association includes access to basketball court, tennis cou …see more

from $286 / night

$2,000 / week

Book View

Responds fast!
avg. 2 hours 33 minutes

from $286 / night

17

Vacation home in Connecticut

Connecticut / Middlefield

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
This beautiful newly remodeled cottage is located on Lake Beseck in picturesque Middlefield, Ct. The views of the lake are serene and produce an immediate feeling of tranquility. This is a family home and has all the amenities that you need to feel at home including a c …see more

from $147 / night

$1,200 / week

Book View

Responds fast!
avg. 3 hours 43 minutes

from $147 / night

(3) Excellent 

21

Vacation home in Connecticut

Connecticut / East Hampton

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Escape to charming Lake front home with water views from virtually every room. Indoor/outdoor living at it's best with spectacular sunsets from 1500+ square feet of multi-level decks. Relax in totally renovated and professionally decorated 'home away from home' on Lak …see more

from $300 / night

$1,750 / week

Book View

from $300 / night

(1) Excellent 

24

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

$1,645 - $2,625 / week

Book View

Responds fast!
avg. 8 minutes

from $235 / night

32

Vacation home in Guilford

Connecticut / Guilford

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Child friendly
The property is located down a dirt road off of the beaten path. Enjoy an extraordinary country wooded vacation, holiday, getaway or reunion retreat for the two of you, the whole family, or up to 6-8 friends and family. Situated on 40 wooded acres of absolute privacy in …see more

from $250 / night

$1,750 / week

Book View

Responds fast!
avg. 3 hours 43 minutes

from $250 / night

(2) Very Good 

14

Vacation home rental

Connecticut / Waterford

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
Waterfront with Amazing View! One week open due to cancellation! 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 dock. …see more

from $268 / night

$1,875 / week

Book View

from $268 / night

(2) Very Good 

12

Vacation cottage in Connecticut

Mystic Country / Jewett City

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
Our waterfront property is near many New England attractions including Mystic, CT, Watch Hill, RI, and minutes from Foxwoods Casino and Mohegan Sun Casino. The large property features 8 cottages, 500 feet of waterfront, a large Finnish wood-burning sauna, rowboats, doc …see more

from $125 / night

$600 / week

Book View

from $125 / night

17

Connecticut Vacation home rental

Connecticut / Old Saybrook

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly
The Cottage was voted one of the top 10 unique places to stay in Ct, by Only in Ct. for 2016 The house features a private yard, perennial gardens, front sitting porch, hard wood floors, skylights, working fireplace and fire pit. The house is filled with colorful art, …see more

from $225 / night

$2,000 - $2,420 / week

Book View

Responds fast!
avg. 2 hours 36 minutes

from $225 / night

(6) 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 $295 / night

$2,065 / week

Book View

from $295 / 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

$994 / week

Book View

from $150 / night

22

Vacation home rental

Connecticut / New Haven

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Enjoy life in an authentic 1900s New England seaside village when you stay in this gorgeous two-bedroom, one-bath home. This Morris Cove corporate housing property is just 10 minutes from downtown New Haven, which means you’re close to Yale Hospital train station, Yale …see more

from $258 / night

$1,400 / week

Book View

from $258 / night

(12) Very Good 

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

$2,000 - $2,800 / week

Book View

Responds fast!
avg. 3 hours 37 minutes

from $350 / night

(1) Excellent 

37

Cottage rental in Connecticut

Connecticut / Salisbury

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
For the price of a motel room, enjoy a cottage on a lake. Great casual summer-fall vacation place for a small family with room for guests. MINIMUM 14 NIGHT STAY. THOUGH DAILY AND WEEKLY RATES MUST BE SHOWN, WE DO NOT RENT FOR THESE SHORT PERIODS. MONTHLY RATE REQUIR …see more

from $180 / night

$1,260 - $1,597 / week

Book View

from $180 / 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

$1,600 - $3,000 / week

Book View

from $250 / 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

from $90 / night

(10) Excellent 

17

Vacation cottage in Madison

Connecticut / Madison

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
Seasonal shoreline cottage in the lovely town of Madison Ct. This adorable completely renovated cottage is located 1 mile from Hammonasset 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

$595 - $700 / week

Book View

from $85 / 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

$1,400 / week

Book View

from $200 / night

(5) Very Good 

13

Villa rental in Connecticut with shared pool, golf nearby

Mystic Country / Norwich

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Our clean and cozy 1 bedroom Villa sleeps 4 comfortably! Centrally located amongst all CT has to offer. Top rated Spa onsite offering multiple pools, workout facilities, saunas, jacuzzis, etc. 3min ride to Mohegan Sun Casino, Public Golf, 15min ride to Foxwoods Resort a …see more

from $115 / night

$700 - $1,350 / week

Book View

Responds fast!
avg. 2 hours 38 minutes

from $115 / night

24

Connecticut Vacation home rental

Connecticut / New London

4 9 2 nights min

  • 4 bedrooms
  • Sleeps 9
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
My family and I live in Shrewsbury, MA. We decided to purchase a vacation home in the Neptune Park section of New London, CT because of its location, location, location. With its easy access from all the major airports including T.F. Green (Providence), Bradley Interna …see more

from $400 / night

$2,800 / week

Book View

from $400 / night

12

Vacation studio with swimming pool in Connecticut

Connecticut / Madison

Studio 3 1 night min

  • Studio
  • Sleeps 3
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
This 500 sq ft room has a 10 ft window seat on one side and sliders to a very private patio on the other. An enormous sectional couch facing a big, flat-screen with Netflix and DVDs makes it a great room to relax in. Short walk to private beaches and to a downtown full …see more

from $70 / night

$450 - $1,430 / week

Book View

Responds fast!
avg. 2 hours 38 minutes

from $70 / night

(1) Excellent 

10

Vacation b&b in Connecticut

Connecticut / Wallingford

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Car not necessary
  • Air conditioning
Welcome to The Wallingford Victorian Inn We are a B&B The room rate posted is for one suite that will sleep 2 We have 5 suites available for rental if your party is larger The rate is per suite per night The Wallingford Victorian Inn regally presides over the corner …see more

from $185 / night

$1,423 / week

Book View

from $185 / night

5

Vacation private room rental

Connecticut / Stonington

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Air conditioning
A contemporary home with an open floor plan just five miles from Westerly and Mystic. Easy access to Watch Hill, the Borough, I-95, and Foxwoods, the property sits in the midst of conservation land where you may see an array of birds and other wildlife during your stay. …see more

from $70 / night

$490 / week

Book View

from $70 / 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

$3,500 / week

Book View

from $500 / night

(4) Excellent 

36

New Milford Vacation home rental

Connecticut / New Milford

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 13 mi
  • Swimming pool
LITCHFIELD COUNTY, New Milford, CONNECTICUT Beautiful!! very private country setting; four bedrooms, large family room with cathedral ceilings and grand piano. All amenities: cable TV, CD, DVD,VCR, internet and air conditioning. Deck--including a screen house; gas gr …see more

from $500 / night

$2,000 - $2,200 / week

Book View

Responds fast!
avg. 3 hours 51 minutes

from $500 / night