Guesthouse vacation rentals in New Haven County
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouses in New Haven County
Guests agree: these guesthouses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for New Haven County guesthouses
Family-friendly guesthouses
Guesthouse in Milford
4.92 out of 5 average rating, 192 reviewsSilversands Air-Bnb You’re right Here!
Feb. 25 – Mar. 4
Guesthouse in New Haven
4.82 out of 5 average rating, 164 reviewsAmadeus "English Garden Studio"
Jan. 4 – 11
Guesthouse in Wolcott
5.0 out of 5 average rating, 4 reviewsGallagher Village Lakefront Cottage - EV Friendly
May 28 – Jun. 4
Guesthouse in Fairfield
4.96 out of 5 average rating, 173 reviewsSouthport, CT across from BEACH
Apr. 29 – May 6
Guesthouse in Glastonbury
4.7 out of 5 average rating, 60 reviews59 Old Maids Lane pool house
Apr. 7 – 14
Guesthouses with a patio
Guesthouse in Madison
4.95 out of 5 average rating, 56 reviewsThe Rising Tide Cottage
Aug. 30 – Sep. 4
Guesthouse in Roxbury
5.0 out of 5 average rating, 15 reviewsModern Country
Mar. 14 – 21
Guesthouse in Newtown
5.0 out of 5 average rating, 45 reviewsFarm Cottage
Jan. 15 – 22
Guesthouse in Madison
4.97 out of 5 average rating, 69 reviewsBeachy & Bright Carriage House/5 min walk to Beach
Mar. 27 – Apr. 3
Guesthouse in Easton
4.5 out of 5 average rating, 8 reviewsCottage in the Country
Mar. 18 – 25
Guesthouse in West Haven
New place to stayCozy Waterfront Oasis
Aug. 25 – Sep. 1
Guesthouse in Orange
A slice of Peace cottage
Jun. 2 – 9
Guesthouse rentals with a washer and dryer
Guesthouse in Guilford
4.82 out of 5 average rating, 11 reviewsThe Little Blue Cottage
Nov. 14 – 21
Guesthouse in Wallingford
5.0 out of 5 average rating, 6 reviewsPerfect guest house very private
Dec. 27 – Jan. 3
Guesthouse in Madison
5.0 out of 5 average rating, 6 reviewsUpper Deck Carriage House
Apr. 4 – 11
Guesthouse in Easton
4.84 out of 5 average rating, 95 reviewsEntire Guest House at Fox Pond Farm.
Oct. 20 – 27
Guesthouse in New Haven
4.82 out of 5 average rating, 226 reviewsAmadeus Carriage House "Cambridge "
Feb. 1 – 8
Destinations to explore
- Guesthouse rentals New York
- House rentals New York
- House rentals United States
- Guesthouse rentals United States
- House rentals Manhattan
- Guesthouse rentals Manhattan
- Guesthouse rentals Brooklyn
- House rentals Brooklyn
- House rentals Connecticut
- Guesthouse rentals Connecticut
- Rentals with beach access New Haven County
- Rentals with a hot tub New Haven County
- Rentals with a kayak New Haven County
- Monthly Rentals New Haven County
- Smoking-friendly rentals New Haven County
- House rentals New Haven County
- Fitness-friendly rentals New Haven County
- Rentals with a firepit New Haven County
- Apartment rentals New Haven County
- Rentals with a patio New Haven County
- Rentals with a home theater New Haven County
- Condo rentals New Haven County
- Rentals with breakfast New Haven County
- Rentals with pools New Haven County
- Rentals with a fireplace New Haven County
- Private suite rentals New Haven County
- Rentals with an EV charger New Haven County
- Bed and breakfasts New Haven County
- Rentals with lake access New Haven County
- Pet-friendly rentals New Haven County
- Waterfront rentals New Haven County
- Rentals with outdoor seating New Haven County
- Kid-friendly rentals New Haven County
- Family-friendly rentals New Haven County
- Beachfront rentals New Haven County
- Rentals with a washer and dryer New Haven County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom