Cottage vacation rentals in New Haven

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Top-rated cottage rentals in New Haven

Guests agree: these cottages are highly rated for location, cleanliness, and more.

Guest favorite
Cottage in Riverhead
Savor Blazing Ocean Sunsets at a Soothing Beachfront Haven
Newly renovated, The Beach Cottage has been designed and decorated in a modern organic style, with a palette of whites and neutrals to create a serene and peaceful escape. Relax in the airy, light and open living room, which features a wall of glass for indoor/outdoor living with expansive, uninterrupted water views. Enjoy the designer kitchen with all new appliances, as well as a brand new bathroom, updated bedrooms and outdoor shower. This chic 2-bedroom, 1-bathroom home, which can sleep up to 5, has been designed with an eye for detail, style and relaxation. The master bedroom enjoys a queen sized bed that's perfect for 2 adults. The second bedroom can accommodate up to 3 people with a double bed for two people, and a single bed for one person. Only 80-miles from Manhattan, a 90-minute drive and close to the towns of Jamesport, Southold and Greenport, The Beach Cottage is the perfect summer escape. Stay on the property for swimming, paddle boarding, beach walks and BBQs or venture out to enjoy all the North Fork has to offer. Wine tasting at the French run winery Croteaux, lunch at the world class North Fork Table and Inn, shop at the many Organic Farms or explore the charming historic seaport village of Greenport, all short drives from the cottage. Upon request, Pets are allowed, for an extra fee of $200 per stay. Guests have access the entire property, including a private path to the beach. This stylish retreat is nestled on a private Soundfront beach at the end of a 7-acre property. Wine tasting at Croteaux, lunch at world-class North Fork Table and Inn, and the historic seaport village of Greenport are all within a short drive. The closest Jitney stop is Aquebogue or Riverhead. I am an Australian born designer that lives in NYC and has been renovating homes for the past several years. Our Flatiron loft in NYC was featured in Dwell Magazine, I designed the Upper West Side apartment for the founder & CEO of Soul Cycle, and my husband and I recently renovated our family's weekend beach house on the North Fork. I have a passion for turning houses into homes by bringing the clean, breezy and natural aesthetic, inspired by my homeland in Australia.
Dec 8 – 15
$650 per night
4.98 out of 5 average rating, 126 reviews
Guest favorite
Cottage in Guilford
Luxury cottage by the sea with hot tub and pool
We built this guest cottage to provide an ultimate luxury experience for people wanting to escape from hectic life!With incredible coastal views, this home is a haven of tranquility. It sits on a special stretch of the Connecticut coast, with spectacular bird and wild life-watching year-round. Enjoy great shopping in Guilford's boutiques around the historic town green. Watch the sun set over the water and relax in the hottub for some night time star gazing year round (pool open June-beg/mid Oct)
Jun 19 – 26
$338 per night
4.96 out of 5 average rating, 155 reviews
Guest favorite
Cottage in Guilford
Charm + location. Walk to beach, town, & harbor.
We are sharing our "happy place". Cozy, family-friendly cottage has everything you need to enjoy a lovely vacation in a quintessential New England town. Ideally located between Guilford's famous green, gorgeous harbor and town beach, easily walk everywhere. High-season/weekend rate reflected in general view--check for actual. Recommended for groups of up to 4 (5 if with kids). Second bedroom (king) is open to living area-we provide a folding screen for door area and curtain for “passthrough”.
Nov 9 – 16
$249 per night
4.93 out of 5 average rating, 238 reviews

Popular amenities for New Haven cottage rentals

Cottage rentals with a pool

Guest favorite
Cottage in Bridgeport
Spacious Cottage Loft
Nov 15 – 22
$175 per night
4.97 out of 5 average rating, 75 reviews
Guest favorite
Cottage in Riverhead
Lovely House with completely private back yard
Mar 23 – 30
$387 per night
4.88 out of 5 average rating, 17 reviews
Guest favorite
Cottage in Wilton
Charming Cottage located 1 Hour from NYC!
Apr 6 – 13
$375 per night
4.98 out of 5 average rating, 43 reviews
Cottage in Guilford
Guilford Carriage House at Granite Lodge!
Oct 9 – 16
$238 per night
5.0 out of 5 average rating, 6 reviews
Guest favorite
Cottage in Haddam
Private Cottage Retreat with Heated Pool
Oct 26 – Nov 2
$403 per night
5.0 out of 5 average rating, 44 reviews
Guest favorite
Cottage in New Milford
BUNTING HOUSE : CANDLEWOOD LAKEFRONT! 3BR CHALET
Nov 20 – 27
$328 per night
4.9 out of 5 average rating, 52 reviews
Guest favorite
Cottage in East Haven
GORGEOUS, LUXURY, DIRECT WATERFRONT BEACH COTTAGE!
Nov 9 – 16
$989 per night
4.91 out of 5 average rating, 11 reviews
Guest favorite
Cottage in Redding
Guesthouse & private pool, historic 24-acre estate
Apr 5 – 12
$436 per night
4.94 out of 5 average rating, 18 reviews

Pet-friendly cottage rentals

Guest favorite
Cottage in Newtown
Private and Serene home close to I-84 and shopping
Dec 4 – 11
$148 per night
4.93 out of 5 average rating, 148 reviews
Guest favorite
Cottage in Middlefield
Lake Beseck cottage
Oct 21 – 28
$159 per night
4.93 out of 5 average rating, 228 reviews
Guest favorite
Cottage in Rocky Point
Adorable cottage
Oct 24 – 31
$158 per night
4.93 out of 5 average rating, 143 reviews
Guest favorite
Cottage in Redding
Cozy Cottage by the pond
Apr 15 – 22
$167 per night
4.93 out of 5 average rating, 231 reviews
Superhost
Cottage in Port Jefferson
The Hilltop Harborview
Sep 16 – 23
$656 per night
4.79 out of 5 average rating, 258 reviews
Guest favorite
Cottage in New Fairfield
Sweet Dotti's Cottage on Candlewood Lake - 60M NYC
Sep 14 – 21
$367 per night
4.93 out of 5 average rating, 252 reviews
Guest favorite
Cottage in Guilford
Waterfront Cottage With Unforgettable Views
Feb 5 – 12
$395 per night
5.0 out of 5 average rating, 15 reviews
Guest favorite
Cottage in Branford
Ret's Coastal Cottage w/ Private Community Beach
Nov 11 – 18
$233 per night
4.96 out of 5 average rating, 27 reviews
Guest favorite
Cottage in Danbury
The Nugget: Sunlit Cottage with Hot Tub & Fire Pit
Apr 15 – 22
$205 per night
4.9 out of 5 average rating, 63 reviews
Guest favorite
Cottage in Miller Place
Cozy Country Cottage #3
Mar 2 – 9
$130 per night
4.96 out of 5 average rating, 76 reviews
Guest favorite
Cottage in New Haven
Ocean View Cottage near Yale, Beach, Downtown
May 1 – 8
$531 per night
4.94 out of 5 average rating, 53 reviews
Guest favorite
Cottage in Guilford
Direct Shoreline Long Island Sound Waterfront
Jan 3 – 10
$585 per night
4.96 out of 5 average rating, 69 reviews

Private cottage rentals

Superhost
Cottage in Milford
Direct waterfront beach cottage
Aug 24 – 31
$425 per night
4.88 out of 5 average rating, 134 reviews
Guest favorite
Cottage in Danbury
Fern Grove Cottage
Apr 23 – 30
$154 per night
4.97 out of 5 average rating, 107 reviews
Guest favorite
Cottage in Fairfield
Cozy Home away from Home!
Jan 4 – 11
$298 per night
4.96 out of 5 average rating, 138 reviews
Guest favorite
Cottage in Riverhead
Affordable Wine Country Cozy Cottage
Jan 5 – 12
$213 per night
4.85 out of 5 average rating, 126 reviews
Guest favorite
Cottage in Branford
Enchanted Cottage on the Marsh
Apr 22 – 29
$137 per night
4.97 out of 5 average rating, 35 reviews
Guest favorite
Cottage in Guilford
Waterfront Joshua Cove Cottage with private beach.
Nov 2 – 9
$364 per night
5.0 out of 5 average rating, 80 reviews
Guest favorite
Cottage in Weston
The River Loft
Oct 27 – Nov 3
$315 per night
4.96 out of 5 average rating, 25 reviews
Guest favorite
Cottage in Branford
The Dream Location for Your Perfect Vacation
Jan 15 – 22
$297 per night
4.97 out of 5 average rating, 34 reviews
Guest favorite
Cottage in Newtown
Private Country Cottage
May 1 – 8
$121 per night
4.95 out of 5 average rating, 56 reviews
Guest favorite
Cottage in East Haven
Cheerful 3 bedroom cottage w/ private beach access
Jun 8 – 15
$450 per night
4.95 out of 5 average rating, 21 reviews
Guest favorite
Cottage in Milford
Welcome to Ocean’s 55 !
Mar 20 – 27
$269 per night
5.0 out of 5 average rating, 62 reviews
Guest favorite
Cottage in Branford
Ocean view cottage in Indian Neck
Dec 5 – 12
$216 per night
4.98 out of 5 average rating, 45 reviews

Quick stats about cottage rentals in New Haven

Total rentals

10 properties

Popular amenities

Kitchen, Wifi, and Pool

Wifi availability

10 properties include access to wifi

Family-friendly rentals

10 properties are a good fit for families

Total number of reviews

300 reviews

Nightly prices starting at

$80 before taxes and fees

Destinations to explore