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Thimble Islands Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Thimble Islands vacation rentals

A hotel room with a bed, bedside table with a phone, a desk with a chair, a TV, and a door leading to another room.

1. 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 traveler
The price is ￥12,703
￥14,609 total
includes taxes & fees
Nov 1 - Nov 2
Cozy 1 King Bed | Smoking
A row of brownstone buildings with a central staircase leading to the second floor.

2. 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 ￥17,063
￥38,471 total
includes taxes & fees
Nov 1 - Nov 2
Bright Downtown Studio near Yale & East Rock!
A spacious lobby with a large chandelier, a central round table with a vase, and a checkered floor.

3. 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 traveler
The price is ￥14,313
￥30,879 total
includes taxes & fees
Nov 23 - Nov 24
Yale Deluxe Modern Apartment
A modern living room with a flat-screen TV, a sofa, a blue chair, and a large potted plant.

4. Relaxing 3-bedroom apartment in New Haven

Relaxing 3-bedroom apartment in New Haven
New Haven
9.8 out of 10, Exceptional, (6 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 ￥28,399
￥60,900 total
includes taxes & fees
Nov 2 - Nov 3
Relaxing 3-bedroom apartment in New Haven
A modern living room with a grey sofa, a wooden coffee table, and a dining area with a white table and chairs.

5. 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 ￥24,196
￥54,527 total
includes taxes & fees
Nov 9 - Nov 10
Stylish Wooster Square Home Walk to Yale
A living room with a TV, sofa, coffee table, and a staircase leading to an upper level.

6. Modern Loft Near Yale |Wooster Sq| 5 Star Location

Modern Loft Near Yale |Wooster Sq| 5 Star Location
Downtown New Haven
10.0 out of 10, Exceptional, (1 review)
"My wife and I loved this unit. The host was the quickest to respond to questions that we have encountered. My only issue was the parking. There is a 19 charge per day to park in the parking lot. There is limited and restricted street parking. We got lucky because we were there on a weekend night."
United States
Eric P.
The price is ￥15,506
￥43,430 total
includes taxes & fees
Nov 2 - Nov 3
Modern Loft Near Yale |Wooster Sq| 5 Star Location
A two-story house with a covered porch, a front door, and a small outdoor seating area with a table and chairs.

7. 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, (85 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 ￥16,897
￥46,845 total
includes taxes & fees
Nov 3 - Nov 4
Cozy Home near private beach , close to New Haven area colleges Hospitals
A dining area with a long table, four chairs, a chandelier, and a painting on the wall.

8. 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 ￥18,144
￥33,566 total
includes taxes & fees
Nov 9 - Nov 10
Spacious 2 Bedroom apartment close to Yale Bowl
Interior

9. 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 ￥12,369
￥30,238 total
includes taxes & fees
Nov 2 - Nov 3
Château Blanc | Near Yale University
A living room with a dark grey sofa, a wooden coffee table with a vase of white flowers, a patterned rug, and a ceiling fan.

10. 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.
The price is ￥21,299
￥27,649 total
includes taxes & fees
Nov 9 - Nov 10
Cozy East Haven Home • Near Beach & Yale
A modern interior with a fireplace, seating area, and storage lockers.

11. Modern Studio Retreat

Modern Studio Retreat
Dwight
9.0 out of 10, Wonderful, (2 reviews)
"Should be more specific about the option to park on the property. I had to park a long ways away and only afterwards once I got into the apartment I saw the pass that I could’ve parked on the premises."
United States
Daniel
The price is ￥27,594
￥42,915 total
includes taxes & fees
Nov 13 - Nov 14
Modern Studio Retreat
A row of brick townhouses with wooden front doors, black railings, and a sidewalk.

12. Prime Yale Studio Steps to Sallys Apizza

Prime Yale Studio Steps to Sallys Apizza
Downtown New Haven
10.0 out of 10, Exceptional, (2 reviews)
"Great stay - and it is close to Sally's! We had a nice visit and all was as represented for the property."
United States
Milton W.
The price is ￥11,757
￥32,934 total
includes taxes & fees
Nov 1 - Nov 2
Prime Yale Studio Steps to Sallys Apizza
A room with a blue sofa, white walls, and a wooden floor.

13. Cozy Gem: East Rock |King Bed| Near DT|Yale 3 beds

Cozy Gem: East Rock |King Bed| Near DT|Yale 3 beds
East Rock
9.6 out of 10, Exceptional, (8 reviews)
"Property owner takes great care of the place. Instructions were easy to follow and the location was right down the road from the places we were going to. We would rent again if we ever come back to New Haven"
United States
Derek L.
Cozy Gem: East Rock |King Bed| Near DT|Yale 3 beds
A room with two beds, a radiator, and a window with curtains.

14. GreenN'Groovy: East Rock 5 mins to DT|Yale 5 beds

GreenN'Groovy: East Rock 5 mins to DT|Yale 5 beds
East Rock
10.0 out of 10, Exceptional, (4 reviews)
"Perfect for families."
United States
Frances
The price is ￥25,717
￥65,825 total
includes taxes & fees
Nov 2 - Nov 3
GreenN'Groovy: East Rock 5 mins to DT|Yale 5 beds
A neatly made bed with a checkered blanket, white pillows, and a framed picture on the wall.

15. 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 ￥12,723
￥29,738 total
includes taxes & fees
Nov 23 - Nov 24
Yale Casa Verde Studio
A covered patio with a glass table, white metal chairs, a green sofa, and a white metal bench.

16. Historic New England home ,Reunions Beach pass

Historic New England home ,Reunions Beach pass
Guilford
9.4 out of 10, Exceptional, (93 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."
United States
Liz H.
The price is ￥47,331
￥101,288 total
includes taxes & fees
Nov 2 - Nov 3
Historic New England home ,Reunions Beach pass
A bedroom with two beds, a nightstand, a lamp, and a window with blue curtains.

17. Orange Oasis in Heart of East Rock |Free Parking| Near Yale & DT

Orange Oasis in Heart of East Rock |Free Parking| Near Yale & DT
East Rock
8.8 out of 10, Excellent, (9 reviews)
"the apartment was so beautiful, clean, and spacious! it was a great area to be in! the beds were SUPER comfortable as well, highlight of my trip!"
United States
milly s.
The price is ￥25,717
￥65,825 total
includes taxes & fees
Nov 2 - Nov 3
Orange Oasis in Heart of East Rock |Free Parking| Near Yale & DT
A conference room with a long wooden table, black chairs, a blue runner, a jar of candies, a small box, and a framed artwork on the wall.

18. 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 ￥23,429
￥40,118 total
includes taxes & fees
Nov 1 - Nov 2
Stocked home close to Yale, in Heart of New Haven
A living room with a wooden floor, a television on a white stand, a dining table with books, and a chair with a blanket.

19. 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 ￥17,380
￥41,096 total
includes taxes & fees
Nov 8 - Nov 9
Yale Science Park 1BR | Free Parking
A modern living room with a large mirror, a wooden accent wall, a grey sofa, and a large window with white curtains.

20. The Elm - Retreat Near Yale, Parking, Gym, DTWN, Wooster Sq & Union Stn.

The Elm - Retreat Near Yale, Parking, Gym, DTWN, Wooster Sq & Union Stn.
Downtown New Haven
10.0 out of 10, Exceptional, (6 reviews)
"Great little downtown apartment! Small - good for up to two people. Nicely appointed and decorated, great sectional sofa, big TVs where we wanted them. Host was kind and helpful and accommodating. Location is pretty much across State St from the State Street RR Station, a block and a half from the Green, and near everything. Orange Street (half a block away) has a ton of bars and restaurants. We enjoyed our stay!"
United States
George Z.
The Elm - Retreat Near Yale, Parking, Gym, DTWN, Wooster Sq & Union Stn.
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

Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

10/10 Excellent
"Excellent Customer service over the phone and in person!"
Calnetha 1-night trip
Posted 20 hours ago
Best Western Executive Hotel Of New Haven - West Haven

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