Thimble Islands Holiday Rentals, Connecticut: Private House Rentals

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Our top choices for Thimble Islands hotels

A hotel room with a bed, a sofa, a desk, a television, and a microwave.

A modern hotel lobby with a sofa, coffee table, and a chandelier.

A modern lobby with a reception desk, a seating area, and a glass door entrance.

A hotel entrance with a blue and white facade, a sign reading "BW Best Western," and two large planters with red flowers.

1. Best Western Executive Hotel Of New Haven - West Haven

West Haven

Paul

2.836.207 ₫

3.261.638 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A Holiday Inn Express building with a modern design, featuring a covered entrance and a landscaped front yard.

A modern hotel room with a large window, a dining area, and a colorful abstract painting on the wall.

A hotel room with two beds, a wooden headboard, a framed picture on the wall, and a door in the background.

2. Holiday Inn Express Branford-New Haven by IHG

Branford

John

2.767.662 ₫

3.182.811 ₫ total

includes taxes & fees

22 Nov - 23 Nov

A spacious lobby with a central seating area, a chandelier, and wooden paneling.

A dining area with tables and chairs, large windows with curtains, and a view of a cityscape.

A hotel room with two sofas, a coffee table, and a chair. There are large windows with curtains and a view of the city.

A bar area with wooden bar stools, a well-stocked liquor shelf, and a television mounted on the wall.

3. Omni New Haven Hotel at Yale

Downtown New Haven

Richard

4.155.373 ₫

4.778.744 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A patio area with outdoor seating, a round table, and a sofa.

A bar area with a counter, bar stools, and a menu board.

A modern hotel lobby with a seating area, a round coffee table, and large windows.

A modern lounge area with a fireplace, blue armchairs, and a glass coffee table.

4. Courtyard New Haven at Yale

Dwight

Vesselin

3.083.227 ₫

3.545.712 ₫ total

includes taxes & fees

22 Nov - 23 Nov

A hotel dining area with wooden tables and blue chairs, a sofa, and a fireplace.

A gym with exercise equipment, a bench, a medicine ball, and a rack of dumbbells.

A modern living room with a fireplace, comfortable seating, and a flat-screen TV.

A hotel room with a large bed, a desk, a chair, and a window.

5. Hampton Inn & Suites New Haven - South - West Haven

West Haven

Douglas

3.275.929 ₫

3.767.319 ₫ total

includes taxes & fees

29 Oct - 30 Oct

An outdoor patio area with a stone fire pit, wicker furniture, and a bar area with a flat-screen TV.

A modern kitchen with dark cabinetry, stainless steel appliances, a dining table with chairs, and pendant lighting.

A spacious lobby with multiple seating areas, a large flat-screen TV, and a fireplace.

A swimming pool with lounge chairs and tables, large windows, and a view of the outside.

6. Residence Inn by Marriott New Haven Hamden

Hamden

DANIEL

3.724.704 ₫

4.283.410 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A spacious lobby with a sofa, armchairs, and a coffee table. There is a fireplace and a wall-mounted artwork.

A kitchen with wine bottles, glasses, and a chalkboard menu.

A modern kitchen with stainless steel appliances, wooden cabinets, and a wine display.

A modern hotel lobby with a reception desk, a coffee station, and a store named "The Market" with various items on display.

7. New Haven Hotel

Downtown New Haven

Irina

3.344.086 ₫

3.845.699 ₫ total

includes taxes & fees

22 Nov - 23 Nov

A modern building entrance with a covered walkway, a white car parked in front, and two people near the entrance.

A hotel room with a bed, a sofa, two armchairs, a small table, and a view of the water and city skyline.

A spacious indoor area with multiple seating options, including sofas and round tables, and is well-lit with natural light from large windows.

A modern lounge area with seating, tables, and plants.

8. Hotel Marcel New Haven, Tapestry Collection By Hilton

Long Wharf

Joshua

3.891.540 ₫

4.475.271 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A stone building with a covered patio area, outdoor seating, and a fire feature.

A large indoor swimming pool with clear water, surrounded by large windows and a modern architectural design.

A modern hotel with a stone facade, multiple floors, and a covered entrance area.

A buffet setup with various food stations, including a meat station and a salad bar.

9. Homewood Suites by Hilton Orange New Haven

Orange

Mark

3.495.790 ₫

4.020.158 ₫ total

includes taxes & fees

5 Nov - 6 Nov

An outdoor patio with a fire feature, seating, and a building with large windows and a stone facade.

A modern hotel with a flat roof, multiple windows, and a covered entrance area.

A modern reception area with a counter, shelves with snacks, and a view of the outside.

A modern dining area with red and blue chairs, tables, and a large window offering a view.

10. Home2 Suites by Hilton East Haven New Haven

The Centre

Jesse

3.332.834 ₫

3.832.759 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A modern hotel kitchen with a dining area, a flat-screen TV, and a coffee station.

A hotel with a central entrance, multiple windows, and a clear sky.

A modern reception area with a curved desk, digital displays, and vending machines.

A modern hotel lobby with a seating area, a bar, and a dining section.

11. Springhill Suites Milford

Milford

peter

2.770.249 ₫

3.185.787 ₫ total

includes taxes & fees

22 Nov - 23 Nov

A hotel room with a kitchenette, a sofa, a desk, and a bed.

A Holiday Inn Express & Suites building with a modern architectural design, featuring a prominent entrance with columns and a large glass facade.

A hotel room with a sofa, two bedside tables, a lamp on each table, a bed, and a framed picture on the wall.

A hotel hallway with doors numbered 208 and 213, carpeted with a colorful geometric pattern.

12. Holiday Inn Express & Suites Milford by IHG

Milford

Patricia

2.767.662 ₫

3.182.811 ₫ total

includes taxes & fees

22 Nov - 23 Nov

A hotel entrance with a covered patio, a glass door entrance, and a landscaped area with shrubs.

A modern meeting room with a large table, chairs, a fireplace, and a television.

A spacious lobby with a fireplace, seating area, and a modern chandelier.

An indoor swimming pool with a clear view of exercise equipment and seating areas.

13. Hilton Garden Inn Milford

Milford

Jane Mary

2.836.207 ₫

3.261.638 ₫ total

includes taxes & fees

22 Nov - 23 Nov

A Courtyard by Marriott hotel with a modern design, featuring a covered entrance and landscaped gardens.

A self-service food area with refrigerated drink dispensers, snack shelves, and a coffee machine.

A hotel room with a grey sofa, a small table, a large abstract painting on the wall, and a bed.

A hotel room with two beds, a nightstand with lamps, a chair, and artwork on the walls.

14. Courtyard by Marriott New Haven Orange-Milford

Orange

jimmy

2.836.207 ₫

3.261.638 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a bed, a desk, a chair, a TV, and a door.

A modern living room with a flat-screen TV, a small table, a yellow armchair, a rocking chair, and a mini-fridge stocked with snacks.

A hotel with a 'spark by Hilton' sign, a parking lot, and a covered entrance.

A reception area with a wooden counter, a large abstract painting, and a green rug.

15. Spark by Hilton Guilford

Guilford

LAURETTA

2.352.513 ₫

2.705.389 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A modern lobby with seating, a dining area, and large windows.

An indoor swimming pool with clear blue water, surrounded by chairs and potted plants, and a high ceiling with recessed lighting.

A modern kitchen with a central island, bar seating, and a high ceiling with exposed beams.

A modern living room with a sofa, ottoman, and a TV mounted on the wall.

16. Clarion Inn North Haven - New Haven North

North Haven

Tina

3.086.848 ₫

3.549.875 ₫ total

includes taxes & fees

22 Nov - 23 Nov

A modern library with leather sofas, a checkered rug, and a large wooden bookshelf filled with books.

A modern building with large windows, a brick facade, and a sign for 'Study Heirloom.'

A library with bookshelves, a sofa, a lamp, and decorative items.

A modern interior with large windows, a seating area with armchairs and ottomans, and a counter with various items.

17. The Study at Yale

Downtown New Haven

Nicole

6.181.974 ₫

7.109.270 ₫ total

includes taxes & fees

22 Nov - 23 Nov

An outdoor patio with stone walls, potted plants, and outdoor seating.

A modern restaurant with a bar area, seating arrangements, and a decorative wall.

A modern hotel lobby with a red sofa, a coffee table, and a reception desk.

A bar area with multiple stools, a long counter, and shelves stocked with bottles and glasses.

18. The Blake Hotel

Downtown New Haven

Taquita

6.181.974 ₫

7.109.270 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A modern hotel building with a sign reading "CAMBRIA hotel" and a covered entrance labeled "CAMBRIA 12th".

A modern kitchen with a central island, bar seating, and pendant lighting.

A modern dining area with wooden tables and grey upholstered chairs, a decorative wall with horizontal slats, and large windows offering a view of trees.

A modern living room with a large flat-screen TV, comfortable seating, and a bookshelf filled with books and decorative items.

19. Cambria Hotel New Haven University Area

West River

Tanya

3.083.227 ₫

3.545.711 ₫ total

includes taxes & fees

22 Nov - 23 Nov

An outdoor patio area with seating, a fire pit, and umbrellas.

A spacious dining area with high tables and chairs, a patterned carpet, and pendant lighting.

A modern room with white leather sofas, a small round table, a stone fireplace, and large windows.

A hotel room with a bed, a desk with a computer, a microwave, a small fridge, a chair, and a large window with curtains.

20. Fairfield by Marriott Inn & Suites Wallingford New Haven

Wallingford

Carol

3.235.837 ₫

3.721.212 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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Top Thimble Islands Hotel Reviews

Motel 6 Milford, CT

8/10 Good

"Motel 6 is an affordable place to stay. I personally had a bad experience with the front-desk staff member. She was treated me rudely when I went to complain about the room condition. The first room had holes on the wall and a broken shower curtain rod. The second room smelled like cat urine and cigarettes. After having to switch my room twice, she seemed annoyed."

New Haven Hotel

10/10 Excellent

"Always a great place to stay with excellent rates."

Cambria Hotel New Haven University Area

10/10 Excellent

"Overall, pleased with the hotel. Pricey though. Also did not like that I put the privacy sign on the day, and someone still entered my room to change the towels. Just a waste really and I had some stuff out that I would have put away if I knew someone was going to enter my room. Breakfast was disappointing - quality and taste."

Hamden Hotel and Suites – Hamden New Haven

8/10 Good

"I only booked one night as I was traveling through from PA to NH. They telephone didn't work in my room, but I really didn't need it. The staff does not greet you when you walk in the door or up to the desk. Everything in my room was good and clean except for the chair and stool, it need to be shampooed. Breakfast was really good. It was a hot breakfast and you can make your own waffle."

Water's Edge Resort & Spa

10/10 Excellent

"Great"

Pier Blue Inn Old Saybrook - Essex

10/10 Excellent

"I stayed twice and borh rooms were decorated uniquely. The staff and owners were very nice. Good people"

Red Roof Inn Meriden

10/10 Excellent

"It was great!!!"

Hotel Marcel New Haven, Tapestry Collection By Hilton

10/10 Excellent

"We very much enjoyed our stay! The room was nice and clean with modern furniture."

Omni New Haven Hotel at Yale

8/10 Good

"Good"

More cheap stays in Thimble Islands

Motel 6 New Haven - Branford, CT

320 E Main St Branford CT

1.695.775 ₫

1.975.904 ₫ total

8 Nov - 9 Nov

includes taxes & fees

Econo Lodge West Haven

370 Highland St West Haven CT

1.761.216 ₫

2.025.398 ₫ total

22 Nov - 23 Nov

includes taxes & fees

Motel 6 Milford, CT

111 Schoolhouse Road Milford CT

1.810.361 ₫

2.081.915 ₫ total

1 Nov - 2 Nov

includes taxes & fees

6.6/10 (1,055 reviews)

Red Roof Inn Meriden

10 Bee St Meriden CT

2.095.146 ₫

2.409.418 ₫ total

3 Nov - 4 Nov

includes taxes & fees

7.6/10 Good! (1,000 reviews)

Hamden Hotel and Suites – Hamden New Haven

2260 Whitney Ave Hamden CT

2.304.661 ₫

2.650.489 ₫ total

1 Nov - 2 Nov

includes taxes & fees

6.6/10 (1,002 reviews)

Best Western Executive Hotel Of New Haven - West Haven

490 Saw Mill Rd West Haven CT

2.836.207 ₫

3.261.638 ₫ total

25 Oct - 26 Oct

includes taxes & fees

8.2/10 Very good! (1,879 reviews)

Hotels in Thimble Islands with star rating

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Book Hotels in Thimble Islands on Expedia.com

Find hotels in Thimble Islands, CT from 1.975.904 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Thimble Islands

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Thimble Islands hotels

1. Best Western Executive Hotel Of New Haven - West Haven

2. Holiday Inn Express Branford-New Haven by IHG

3. Omni New Haven Hotel at Yale

4. Courtyard New Haven at Yale

5. Hampton Inn & Suites New Haven - South - West Haven

6. Residence Inn by Marriott New Haven Hamden

7. New Haven Hotel

8. Hotel Marcel New Haven, Tapestry Collection By Hilton

9. Homewood Suites by Hilton Orange New Haven

10. Home2 Suites by Hilton East Haven New Haven

11. Springhill Suites Milford

12. Holiday Inn Express & Suites Milford by IHG

13. Hilton Garden Inn Milford

14. Courtyard by Marriott New Haven Orange-Milford

15. Spark by Hilton Guilford

16. Clarion Inn North Haven - New Haven North

17. The Study at Yale

18. The Blake Hotel

19. Cambria Hotel New Haven University Area

20. Fairfield by Marriott Inn & Suites Wallingford New Haven

Top Thimble Islands Hotel Reviews

Motel 6 Milford, CT

New Haven Hotel

Cambria Hotel New Haven University Area

Hamden Hotel and Suites – Hamden New Haven

Water's Edge Resort & Spa

Pier Blue Inn Old Saybrook - Essex

Red Roof Inn Meriden

Hotel Marcel New Haven, Tapestry Collection By Hilton

Omni New Haven Hotel at Yale

More cheap stays in Thimble Islands

Motel 6 New Haven - Branford, CT

Econo Lodge West Haven

Motel 6 Milford, CT

Red Roof Inn Meriden

Hamden Hotel and Suites – Hamden New Haven

Best Western Executive Hotel Of New Haven - West Haven

Hotels in Thimble Islands with star rating

Explore a world of travel with Expedia

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