New Haven Area Rentals
- From $205 per night (USD)
VRBO
Fun Lake Front Cottage!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This cottage was lovingly remodeled with lake décor and fun in mind. Come enjoy this two bedroom with open living room ...
From $205 per night (USD)VRBO
- From $96 per night (USD)
Expedia
Waterfront Retreat w\/ Boat Dock & Fire Pit!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Effortless days on the water are at your fingertips when you stay at this peaceful vacation rental nestled on the Housat ...
From $96 per night (USD)Expedia
- From $438 per night (USD)
VRBO
The Island Sound: Ocean View Cottage near Yale, Beach, Downtown, Hikes
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
* New! The Island Sound cottage has been newly renovated. 10 mins to Yale & Downtown; unobstructed ocean view from the l ...
From $438 per night (USD)VRBO
- From $600 per night (USD)
Expedia
Ideal Madison vacation home just steps to private beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy your ideal getaway just steps from your private beach in the historic shoreline town of Madison. A beautiful, ligh ...
From $600 per night (USD)Expedia
- From $90 per night (USD)
VRBO
Cozy & Convenient 1 Bedroom Stay in Newtown, CT
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
1 Bed Room 1 Bath Apartment (shared wall) close to the quaint Sandy Hook Village, filled with restaurants, a wine bar, b ...
From $90 per night (USD)VRBO
- From $688 per night (USD)
Expedia
4 Bedroom Lakehouse in Clinton
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Embrace lakeside serenity at our inviting Lakehouse retreat. With modern comforts and tranquil surroundings, it comforta ...
From $688 per night (USD)Expedia
- From $333 per night (USD)
VRBO
Renovated cozy 4b\/2b house-steps away from beach and fully furnished.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Recently renovated cozy 4-bedroom/2-bathroom house that is steps away from beach and with a great view of Marsh. Fully f ...
From $333 per night (USD)VRBO
- From $750 per night (USD)
VRBO
Best Beach House in Milford—Sleeps 12 or so
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
If you are looking for a home that is exquisitely decorated and super-duper cute (but nevertheless pretty nice in its ow ...
From $750 per night (USD)VRBO
- From $748 per night (USD)
VRBO
Direct Sandy Beachfront Home gorgeous views of Thimble Islands Connecticut views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
ONE OF A KIND FIND! PRIVATE sandy beach home overlooking famous Thimble Islands on Long Island Sound. 3 BR 2 full bath ...
From $748 per night (USD)VRBO
- From $347 per night (USD)
VRBO
The Lake Zoar getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This newly renovated, 3 bedrooms, 2 bathrooms sprawling lakefront property has 2 balconies which all have a beautiful vi ...
From $347 per night (USD)VRBO
- From $272 per night (USD)
VRBO
The Connecticut Chalet - On 5 Acres!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to a unique & stylish home perfectly tucked away in a picturesque New England town. Indulge in the privacy & sere ...
From $272 per night (USD)VRBO
- From $650 per night (USD)
Expedia
Gorgeous four bedroom direct waterfront getaway in Branford, CT 5-Star Rating
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy stunning, direct water views in this spacious, south facing, waterfront home. This lovely, expansive property, loc ...
From $650 per night (USD)Expedia
- From $248 per night (USD)
VRBO
#9 - *STUNNING*RENOVATED* *4BR HOUSE*
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: THIS 4 BR, 2,000+ SQ/FT HOUSE SLEEPS 10 that has an optional attached "great room" with a bar, second kitchen ...
From $248 per night (USD)VRBO
- From $153 per night (USD)
VRBO
Lake Front Cottage #7!
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 0
This lake front cottage is a step back in time. Crooked floors and ceilings only add to the charm. A simple clean w ...
From $153 per night (USD)VRBO
- From $143 per night (USD)
VRBO
Tiny Lakefront Cottage!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This lake front cottage is approx. 325sq. of adorable efficiency living space. It has an open floor plan with full siz ...
From $143 per night (USD)VRBO
- Click For Pricing
Expedia
Longterm Beach House rental right along the sound in Woodmont, CT.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 2
Longterm rental only! House available for rental from Sunday October 1st, 2023, through Monday April 1st, 2024. $3,000 ...
Click For PricingExpedia
- From $510 per night (USD)
VRBO
Mid Century Cabin with Japanese decor and a Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
This Mid- Century home was designed and built by a Yale Architect who Studied under Louis Kahn and Frank Lloyd Wright. ...
From $510 per night (USD)VRBO
- Click For Pricing
Expedia
NEW! Charming Lakefront House
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
It's summertime and relaxing is easy...at the LAKE! Charming lake house with dock, fishing, swimming, kayaking, paddle b ...
Click For PricingExpedia
- From $300 per night (USD)
VRBO
Stunning Home on Branford Point
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Incredible location! One block (0.2 miles) to Parker Memorial Park and Branford Point Beach. Conveniently located to the ...
From $300 per night (USD)VRBO
- From $975 per night (USD)
VRBO
Spacious Beach House Summer Island, Kayaks, Bikes, Sauna, Private Beach Access
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Home has a sauna, indoor fireplace, indoor sauna, spacious patio, and upstairs decks facing both the front and back of t ...
From $975 per night (USD)VRBO
- From $631 per night (USD)
VRBO
Elegant Middlefield Getaway w\/ Game Room!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
No matter what brings you to the area, this 4-bedroom, 2.5-bathroom vacation rental provides the perfect home-away-home- ...
From $631 per night (USD)VRBO
- From $900 per night (USD)
Expedia
Your own Thimble Islands private cottage! (accessible by car via Old Quarry)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Escape to your own private piece of paradise! This unforgettable property encompasses 1+ acres of Narrows Island (Thimb ...
From $900 per night (USD)Expedia
- Click For Pricing
VRBO
Silver Sands Beach!!!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 6
Direct beachfront, wake up, and go for a kayak ride to Charles Island, stroll down the boardwalk to Walnut Beach, and le ...
Click For PricingVRBO
- From $380 per night (USD)
Expedia
Immaculate Year Round Cottage Steps from the Beach Sleeps 6
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Look no further than this completely redesigned guest cottage in the heart of New England steps from the beach. This be ...
From $380 per night (USD)Expedia
- From $278 per night (USD)
VRBO
Abstract Apartment w\/high ceilings in Shelton
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This stylish place to stay is perfect for a group of 4! It offers high ceiling's that give it a loft style feeling. The ...
From $278 per night (USD)VRBO
- From $300 per night (USD)
Expedia
Lakefront home with great outdoor space
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Open and airy cottage with beautiful kitchen with white marble countertops and stainless steel appliances. vaulted ceili ...
From $300 per night (USD)Expedia
- From $494 per night (USD)
VRBO
Waterfront Escape
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Panoramic views of Long Island Sound. From sunup to sundown this property will mesmerize you. Kayak, float, swim, fish, ...
From $494 per night (USD)VRBO
- From $331 per night (USD)
VRBO
Beachfront Cottage Serene Private Beach, Kayaks
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Exclusively offered for the first time for summer 2023, this family retreat is now offered as a professionally managed A ...
From $331 per night (USD)VRBO
- From $873 per night (USD)
VRBO
Luxury Waterfront Oasis
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Tranquil Waterfront Retreat with Breathtaking Views Welcome to your slice of paradise nestled along the serene shores o ...
From $873 per night (USD)VRBO
- From $6000 per night (USD)
Expedia
Grace Island. \nPrivate Island! Vacations, Getaways, Weddings & Special Events.
- Bedrooms:
- 6
- Bathrooms:
- 11
- Sleeps:
- 22
"One of the Best Places on Earth" (The New York Times) This is an old 11 bedroom hotel built in 1850. This site is for ...
From $6000 per night (USD)Expedia
- From $149 per night (USD)
VRBO
Pool House on Quiet Country Property
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Pool House with 1 Bedroom with New Queen Sized Bed, Living Room with Sectional Sofa with Fold Out Sleeper, 55" 4K Ultra ...
From $149 per night (USD)VRBO
- Click For Pricing
Expedia
Sunset Studio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Peace and serenity awaits. Ocean and island views. Privacy and solitude. Access to neighborhood beaches. This 600 ...
Click For PricingExpedia
- Click For Pricing
VRBO
Luxurious Townhome with Water views!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Available furnished November 1, 2023 - May 31, 2024. Must book full term (or very close to it, per association rules). $ ...
Click For PricingVRBO
- From $575 per night (USD)
Expedia
Home away from home Hot Tub and Pool in Middletown home of Wesleyan university
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Bring the whole family for fantastic vacation to this great place with lots of room to relax and unwind. Hot Tub for 5 , ...
From $575 per night (USD)Expedia
- From $928 per night (USD)
VRBO
BlackWoods Old Country Home
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Escape to your own private retreat in this cozy and chic house nestled in the heart of the tranquil woods. This enchanti ...
From $928 per night (USD)VRBO
- From $775 per night (USD)
Expedia
Inviting and spacious Shelton home, blending warmth with ample living space.
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
Ideal for a family gathering, a quiet retreat or just a bunch of friends looking to spend some time together. Sprawling ...
From $775 per night (USD)Expedia
- Click For Pricing
VRBO
SALTY KISSES COZY BEACH HOUSE \/BEACH ACCESS ACROSS STREET WATER VIEW
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
SALTY KISSES WELCOMES YOU INSTANTLY FEEL AT HOME . Come in and relax. We love the water views and the vibrant beach com ...
Click For PricingVRBO
- From $157 per night (USD)
Expedia
Summer Cottage \n1 week minimum!!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Cozy home just blocks from the beach. Completely remodeled home including hardwood floors , kitchen, living room, bedroo ...
From $157 per night (USD)Expedia
- From $215 per night (USD)
VRBO
Modern Terryville Cottage w\/ Deck & Lake View!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Experience a peaceful retreat by the lake at this modern Terryville vacation rental! Complete with 2 bedrooms, a luxury ...
From $215 per night (USD)VRBO
- From $145 per night (USD)
VRBO
Cozy 3BR Home in Stratford
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Indulge in comfort at my 3-bedroom haven, where each room boasts a queen bed for a restful night's sleep. Pamper yoursel ...
From $145 per night (USD)VRBO
- From $450 per night (USD)
VRBO
Cheerful 3 bedroom cottage w\/ private beach access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Relax with the whole family at this peaceful cottage by the water! Fully renovated 3 bedroom beach house that sleeps 6 i ...
From $450 per night (USD)VRBO
- From $500 per night (USD)
VRBO
Beautiful Long Island Sound Direct Waterfront Cottage, private beach.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Architecturally designed cottage directly on Long Island Sound in Joshua Cove in Guilford, CT. The cottage offers peace ...
From $500 per night (USD)VRBO
- From $777 per night (USD)
VRBO
Charming beach home, complete with pool & cozy guest house!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
1 1/2 blocks from the water! Beautiful 4BR/2.5 BA beach area home (sleeps 9), close to marina and town beach. Property i ...
From $777 per night (USD)VRBO
- From $341 per night (USD)
Expedia
Lazy River Escape
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Our place is right on the bank of The Housatonic River in Stratford, CT Just an hour from NYC and two hours from Boston. ...
From $341 per night (USD)Expedia
- From $484 per night (USD)
VRBO
The Dream Location for Your Perfect Vacation
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Location, location, location! Nestled at the very tip of Indian Neck and entrance of the Branford River. This newly reno ...
From $484 per night (USD)VRBO
- From $511 per night (USD)
VRBO
Private Home in CT on Belden Island
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Part of the famed Thimble Islands. Bring your own boat or utilize Ferry service, water taxi. There is good cell service. ...
From $511 per night (USD)VRBO
- From $135 per night (USD)
VRBO
Peaceful lake cottage #2
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to this renovated, steps to the water lake cottage. This property is perfect for a sweet getaway to enjoy Lake ...
From $135 per night (USD)VRBO