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Thimble Islands Vacation Rentals

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Our top choices for Thimble Islands vacation rentals

1. Bright Downtown Studio near Yale & East Rock!

Bright Downtown Studio near Yale & East Rock!
Downtown New Haven
9.2 out of 10, Wonderful, (17 reviews)
"Pretty close to Yale campus"
United States
Dongjian
The price is CA $190
CA $377 total
includes taxes & fees
Nov 10 - Nov 11
Bright Downtown Studio near Yale & East Rock!

2. Yale Deluxe Modern Apartment

Yale Deluxe Modern Apartment
Downtown New Haven
10.0 out of 10, Exceptional, (1 review)
"Great spot close to everything with a secure entrance to the building. Easy access to the unit Quick responses and good communication from the host. Great unit with lots of amenities! Definitely would stay here again and again!!"
United States
Anonymous traveller
The price is CA $130
CA $261 total
includes taxes & fees
Nov 10 - Nov 11
Yale Deluxe Modern Apartment

3. Château Blanc | Near Yale University

Château Blanc | Near Yale University
Dwight
8.6 out of 10, Excellent, (9 reviews)
"Perfect for a quick trip and one night stay!"
United States
Chris D.
The price is CA $114
CA $256 total
includes taxes & fees
Nov 10 - Nov 11
Château Blanc | Near Yale University

4. Cozy 1 King Bed | Smoking

Cozy 1 King Bed | Smoking
Branford
10.0 out of 10, Exceptional, (55 reviews)
"Before morning travel, we got much-needed rest here. Rooms had ample space so it didn't feel cramped at all, plus friendly staff shared helpful breakfast recommendations as part of our group treat experience."
United States
Anonymous traveller
The price is CA $111
CA $128 total
includes taxes & fees
Dec 1 - Dec 2
Cozy 1 King Bed | Smoking

5. Relaxing 3-bedroom apartment in New Haven

Relaxing 3-bedroom apartment in New Haven
New Haven
9.6 out of 10, Exceptional, (7 reviews)
"To be honest with you overall the stay was decent. The host was very accommodating for us as we wanted to check in early due to our flight, arriving in the morning. When we had issues with the linens needing to be changed I called our host she was super responsive and immediately had housekeeping there to rectify our issues. The only thing I could say about the property is the furniture, especially in the living area needs to be updated. Also, the property could use some TLC when it comes to the...
United States
S F.
The price is CA $254
CA $524 total
includes taxes & fees
Nov 10 - Nov 11
Relaxing 3-bedroom apartment in New Haven

6. Yale Casa Verde Studio

Yale Casa Verde Studio
Dwight
9.2 out of 10, Wonderful, (15 reviews)
"We had a very nice stay here! The hosts were lovely and very communicative, and they were able to help us with any problems we had very quickly."
United States
Luke
The price is CA $108
CA $241 total
includes taxes & fees
Nov 30 - Dec 1
Yale Casa Verde Studio

7. Modern Loft near Yale and Wooster Square + Parking

Modern Loft near Yale and Wooster Square + Parking
Downtown New Haven
10.0 out of 10, Exceptional, (2 reviews)
"Great location. Safe and walking distance to many great restaurants. Very clean"
United States
mary dawn h.
The price is CA $179
CA $421 total
includes taxes & fees
Nov 25 - Nov 26
Modern Loft near Yale and Wooster Square + Parking

8. Cozy Home near private beach , close to New Haven area colleges Hospitals

Cozy Home near private beach , close to New Haven area colleges Hospitals
Branford
9.4 out of 10, Exceptional, (86 reviews)
"Property was clean with some nice cozy touches. Wine on the table, fruit in the frig, chocolate for comfort, coffee for wakeup. Host was very pleasant and accommodating. Will definitely stay there again."
United States
Vincent
The price is CA $153
CA $407 total
includes taxes & fees
Nov 11 - Nov 12
Cozy Home near private beach , close to New Haven area colleges Hospitals

9. Stylish Wooster Square Home Walk to Yale

Stylish Wooster Square Home Walk to Yale
Downtown New Haven
9.8 out of 10, Exceptional, (8 reviews)
"Very comfortable stay!"
United States
Jennifer
The price is CA $198
CA $446 total
includes taxes & fees
Nov 30 - Dec 1
Stylish Wooster Square Home Walk to Yale

10. Spacious 2 Bedroom apartment close to Yale Bowl

Spacious 2 Bedroom apartment close to Yale Bowl
West New Haven
9.6 out of 10, Exceptional, (80 reviews)
"Clean, thoughtful, safe. Great stay"
United States
Daniel S.
The price is CA $162
CA $285 total
includes taxes & fees
Nov 10 - Nov 11
Spacious 2 Bedroom apartment close to Yale Bowl

11. Luxury Studio Near Yale | Gym, W/D & Fast WiFi

Luxury Studio Near Yale | Gym, W/D & Fast WiFi
Downtown New Haven
8.0 out of 10, Very good, (2 reviews)
"The location is excellent - right on the Green and near bus stops including the free bus from the train station. There is a great little market on the first floor of the building. The owner was very responsive to questions, but our visit was marred by the fact that the smoke detector chirped every 23 seconds day and night. The owner knew about this from the moment we checked in but did not fix it during the 2 days we were there. Until this is fixed he should warn renters ahead of time so...
United States
Julianne P.
The price is CA $123
CA $265 total
includes taxes & fees
Nov 30 - Dec 1
Luxury Studio Near Yale | Gym, W/D & Fast WiFi

12. Yale Science Park 1BR | Free Parking

Yale Science Park 1BR | Free Parking
Dixwell
8.0 out of 10, Very good, (8 reviews)
"The property had everything needed and was a short distance to so many campus sites. Would definitely stay again."
United States
Natalie B.
The price is CA $180
CA $384 total
includes taxes & fees
Nov 15 - Nov 16
Yale Science Park 1BR | Free Parking

13. One bedroom in United States of America, New Haven

One bedroom in United States of America, New Haven
Dwight
9.4 out of 10, Exceptional, (3 reviews)
"The property is immaculate and the service very responsive."
United States
Stephanie G.
The price is CA $108
CA $241 total
includes taxes & fees
Nov 30 - Dec 1
One bedroom in United States of America, New Haven

14. Cozy East Haven Home • Near Beach & Yale

Cozy East Haven Home • Near Beach & Yale
Momauguin
10.0 out of 10, Exceptional, (12 reviews)
"Property was clean and had all amenities we needed. Easy check in and check out"
United States
Sarah S.
Cozy East Haven Home • Near Beach & Yale

15. Stocked home close to Yale, in Heart of New Haven

Stocked home close to Yale, in Heart of New Haven
Mill River
9.0 out of 10, Wonderful, (30 reviews)
"Great value very close to university. "
United States
Lawrence
The price is CA $210
CA $344 total
includes taxes & fees
Nov 10 - Nov 11
Stocked home close to Yale, in Heart of New Haven

16. Great 3 Bedroom close to downtown and Yale!

Great 3 Bedroom close to downtown and Yale!
Mill River
8.4 out of 10, Very good, (25 reviews)
"Was very clean and roomy, location was great."
United States
Sherry G.
The price is CA $189
CA $318 total
includes taxes & fees
Nov 15 - Nov 16
Great 3 Bedroom close to downtown and Yale!

17. New Haven 2BR near Yale | Rooftop, Gym, Garage & Laundry

New Haven 2BR near Yale | Rooftop, Gym, Garage & Laundry
Dwight
10.0 out of 10, Exceptional, (5 reviews)
"Great stay"
United States
Marquita M.
The price is CA $311
CA $385 total
includes taxes & fees
Nov 18 - Nov 19
New Haven 2BR near Yale | Rooftop, Gym, Garage & Laundry

18. Spacious Stay Downtown New Haven

Spacious Stay Downtown New Haven
Downtown New Haven
9.0 out of 10, Wonderful, (6 reviews)
"Unit was comfortable and met all our needs while attending a wedding. Host was courteous, detailed and friendly for the check in n out process. We'd stay at the unit again."
United States
Mike R.
The price is CA $174
CA $447 total
includes taxes & fees
Nov 10 - Nov 11
Spacious Stay Downtown New Haven

19. Modern Elegant Stay by Yale • Gym • Rooftop Terrace

Modern Elegant Stay by Yale • Gym • Rooftop Terrace
Dwight
10.0 out of 10, Exceptional, (9 reviews)
"Very clean and accessible and amenities were excellent."
United States
Andrea H.
The price is CA $178
CA $292 total
includes taxes & fees
Nov 22 - Nov 23
Modern Elegant Stay by Yale • Gym • Rooftop Terrace

20. Nautical 3BR Sleeps 8 @ Tweed Airport W/ Fire Pit + Smart TVs Near Beach & Yale

Nautical 3BR Sleeps 8 @ Tweed Airport W/ Fire Pit + Smart TVs Near Beach & Yale
East Shore
10.0 out of 10, Exceptional, (3 reviews)
"Had a Great stay at the nauti nook!"
United States
David D.
The price is CA $208
CA $642 total
includes taxes & fees
Nov 10 - Nov 11
Nautical 3BR Sleeps 8 @ Tweed Airport W/ Fire Pit + Smart TVs Near Beach & Yale
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.
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Top Thimble Islands Hotel Reviews

Find out more about Thimble Islands

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Thimble Islands. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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