Search Vacation Homes in Thimble Islands
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Thimble Islands vacation homes
1. Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.
Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.Fair Haven
7.6 out of 10, Good, (5 reviews)
"Thanks for hosting us! It was clean and nice. For future guests, a long body mirror might be nice but we had a wonderful time and appreciated you bringing us extra towels quickly!"
Jamie S.
The price is ￥18,090
￥35,775 total
includes taxes & fees
Sep 22 - Sep 23
2. Cozy 1-bedroom house in lovely New Haven with AC close to Yale University
Cozy 1-bedroom house in lovely New Haven with AC close to Yale UniversityFair Haven
5.6 out of 10, (4 reviews)
"Blankets where itchy and smelled dirty small room when whole house was listed"
Isabella R.
The price is ￥14,503
￥19,798 total
includes taxes & fees
Sep 22 - Sep 23
3. Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.Fair Haven
9.8 out of 10, Exceptional, (16 reviews)
"A cozy pet and family-friendly property. Very spacious."
Wallace R.
The price is ￥26,200
￥49,936 total
includes taxes & fees
Sep 21 - Sep 22
4. Quiet 1st-Floor 2BR Haven w/ King Bed, Desks, In-Unit Laundry & 2-Car Parking | Walk to Yale
Quiet 1st-Floor 2BR Haven w/ King Bed, Desks, In-Unit Laundry & 2-Car Parking | Walk to YaleNewhallville
The price is ￥15,029
￥60,388 total
includes taxes & fees
Sep 21 - Sep 22
5. Once the old Schools house now a newly furnished Apartment
Once the old Schools house now a newly furnished ApartmentWallingford Center
9.0 out of 10, Wonderful, (14 reviews)
"Excellent option for a short stay near the heart of it all in Wallingford."
Jeanette W.
The price is ￥18,402
￥45,958 total
includes taxes & fees
Sep 22 - Sep 23
6. Quiet Comfort Meets Coastal Charm: A Perfect Family Retreat in East Haven
Quiet Comfort Meets Coastal Charm: A Perfect Family Retreat in East HavenFoxon
10.0 out of 10, Exceptional, (1 review)
"Place looks way better in person, cozy and quiet. Loved the backyard and deck also plenty of fast food restaurants and Walmart near by."
Fateema M.
The price is ￥31,256
￥60,324 total
includes taxes & fees
Sep 24 - Sep 25
7. Historic New England home ,Reunions Beach pass
Historic New England home ,Reunions Beach passGuilford
9.2 out of 10, Wonderful, (90 reviews)
"This is a great location, walking distance to the green and other sites. It also worked well for our girls trip of 4 women."
Liz H.
The price is ￥47,877
￥101,532 total
includes taxes & fees
Sep 30 - Oct 1
8. Newly Remodeled 1-BR Close to Everything yet Very Private
Newly Remodeled 1-BR Close to Everything yet Very PrivateWallingford
10.0 out of 10, Exceptional, (10 reviews)
"Very Clean with everything I needed. I will stay here again."
David M.
The price is ￥18,402
￥45,491 total
includes taxes & fees
Sep 20 - Sep 21
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Find vacation rentals that suit your style
Apartments
Aparthotels
Save an average of 15% on thousands of hotels when you're signed in
Top Thimble Islands Hotel Reviews
Motel 6 Milford, CT
10/10 Excellent
Find out more about Thimble Islands
Thimble Islands Vacation Homes information
Number of reviews | 209 |
|---|---|
Accommodation | 283 Vacation Homes |
Lowest Price | ￥19,798 |
Highest Price | ￥122,806 |
Explore a world of travel with Expedia
- Resorts in Shelton
- Hotels with Bars in Trumbull
- Hotels near Yale Bowl
- Trumbull Hotels
- Wallingford Hotels
- Rv Parks in Portland
- Chester Hotels
- Resorts & Hotels with Spas in Old Saybrook
- Seymour Hotels
- Family Hotels in North Branford
- Hotels near Choate Rosemary Hall
- Resorts in Gold Coast
- Hotels near Yale University
- Beach Hotels in Madison Center
- Aparthotels in Chester
- Beach Hotels in Devon
- Apartments in New Haven
- Aparthotels in Shelton
- B&B in Stratford
- Ryokans in Bridgeport
- Guest Houses in Derby
- Hotels near Stony Creek - Thimble Islands Historic District
- West Haven Hotels
- Vacation Homes in Chester
- B&B in Portland
- Inns in Deep River
- Luxury Hotels in Guilford
- Guilford Hotels
- Boutique Hotels in Guilford
- Aparthotels in Marion
- B&B in Oxford
- Luxury Hotels in Portland
- Aparthotels in Ansonia
- Luxury Hotels in Beacon Falls
- Hotels near Powder Ridge Mountain Park and Resort
- Hotels near Wadsworth Mansion
- Cheap Hotels in Derby
- Monroe Hotels
- Madison Hotels
- Apartments in New Haven
- Hotels near University of New Haven
- Hotels near Tweed - New Haven Regional
- Pet-Friendly Hotels in Downtown New Haven
- Hotels near New Haven Union Station
- West New Haven Hotels
- Hotels near New Haven
- Hotels with a Pool in New Haven
- Aparthotels in Berlin
- Hamden Hotels
- Aparthotels in Portland
- New Haven Hotels
- Luxury Hotels in Old Saybrook
- Milford Hotels
- Resorts in Prospect
- Luxury Hotels in Milford
- Cheap Hotels in Higganum
- Hotels near New Haven Harbor
- Luxury Hotels in Essex
- Cheap Hotels in New Haven
- Hotels near Yale-New Haven Hospital
- Farmstay in Old Saybrook Station
- Oxford Hotels
- New Haven County Hotels
- Cheap Hotels in Branford
- Hotels with an Indoor Pool in Hamden
- Aparthotels in Stratford
- Business Hotels in Oxford
- Inns in Middletown
- Pet-Friendly Hotels in North Branford
- Luxury Hotels in Derby
- Stratford Hotels
- Inns in Old Saybrook
- Cheap Hotels in Middletown
- Resorts in Derby
- Aparthotels in New Haven
- Guest Houses in Haddam
- Aparthotels in Cromwell
- Cheap Hotels in Downtown New Haven
- Shelton Hotels
- Boutique Hotels in New Haven
- Hotels near Lighthouse Point Park
- Middletown Hotels
- B&B in Clinton
- Downtown New Haven Hotels
- Hotels near Goodspeed Opera House
- Family Hotels in Middletown
- Hotels near Wesleyan University
- Portland Hotels
- Apartments in Guilford
- Motels in New Haven
- Hotels near Great River Golf Club
- Hotels near Southern Connecticut State University
- Hotels with Free Parking in Downtown New Haven