Vacation rentals in Thimble Islands, CT

Best vacation rentals and Airbnb offers in Thimble Islands, CT

Prime Yale Studio Steps to Sallys Apizza

Apartment, Thimble Islands

Prime Yale Studio Steps to Sallys Apizza is a apartment in Thimble Islands, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Prime Yale Studio Steps to Sallys Apizza

Prime Yale Studio Steps to Sallys Apizza is a apartment in Thimble Islands, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $873.

From$125/night

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Landing Incredible 1BD Gym

Apartment, Thimble Islands

Landing Incredible 1BD Gym is a apartment in Thimble Islands, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Landing Incredible 1BD Gym

Landing Incredible 1BD Gym is a apartment in Thimble Islands, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,117.

From$138/night

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Bright Downtown Studio near Yale & East Rock!

Condo, Thimble Islands

Bright Downtown Studio near Yale & East Rock! is a condo in Thimble Islands, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Bright Downtown Studio near Yale & East Rock!

Bright Downtown Studio near Yale & East Rock! is a condo in Thimble Islands, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,037.

From$148/night

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Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

Apartment, Thimble Islands

Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home. is a apartment in Thimble Islands, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base…

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About Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home. is a apartment in Thimble Islands, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,286.

From$150/night

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Waterfront vacation rentals in Thimble Islands, CT

Discover vacation rentals close to the coast, water, and beach areas around Thimble Islands, CT.

The Pearl, NH hidden luxury close to the Quinnipiac River in historic property

Apartment, Thimble Islands

The Pearl, NH hidden luxury close to the Quinnipiac River in historic property is a apartment in Thimble Islands, with parking. This stay gives travelers a comfortable base for exploring…

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About The Pearl, NH hidden luxury close to the Quinnipiac River in historic property

The Pearl, NH hidden luxury close to the Quinnipiac River in historic property is a apartment in Thimble Islands, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,527.

From$218/night

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Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

Apartment, Thimble Islands

Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit. is a apartment in Thimble Islands, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base…

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About Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit. is a apartment in Thimble Islands, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,939.

From$229/night

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“Creek Boutique” lies steps away from beach, markets, and parks.

Holiday Home, Thimble Islands

“Creek Boutique” lies steps away from beach, markets, and parks. is a holiday home in Thimble Islands, with easy beach access, parking, and kitchen access. This stay gives travelers a…

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About “Creek Boutique” lies steps away from beach, markets, and parks.

“Creek Boutique” lies steps away from beach, markets, and parks. is a holiday home in Thimble Islands, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,544.

From$363/night

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Historic cottage 100 yards from private beach on private compound

Holiday Home, Thimble Islands

Historic cottage 100 yards from private beach on private compound is a holiday home in Thimble Islands, with easy beach access, parking, and kitchen access. This stay gives travelers a…

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About Historic cottage 100 yards from private beach on private compound

Historic cottage 100 yards from private beach on private compound is a holiday home in Thimble Islands, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,994.

From$428/night

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Vacation rentals with a pool in Thimble Islands, CT

Add a pool to the search when you want an easy place to cool off between outings.

King 1BR W/ Parking, Pool & Gym

Apartment, Thimble Islands

King 1BR W/ Parking, Pool & Gym is a apartment in Thimble Islands, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable base for exploring the area,…

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About King 1BR W/ Parking, Pool & Gym

King 1BR W/ Parking, Pool & Gym is a apartment in Thimble Islands, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,975.

From$282/night

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Hyatus Luxury Residences City Crossing

Apartment, Thimble Islands

Hyatus Luxury Residences City Crossing is a apartment in Thimble Islands, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area,…

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About Hyatus Luxury Residences City Crossing

Hyatus Luxury Residences City Crossing is a apartment in Thimble Islands, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,381.

From$290/night

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Hyatus Luxury Residences City Crossing

Apartment, Thimble Islands

Hyatus Luxury Residences City Crossing is a apartment in Thimble Islands, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area,…

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About Hyatus Luxury Residences City Crossing

Hyatus Luxury Residences City Crossing is a apartment in Thimble Islands, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,393.

From$291/night

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Landing | Stunning 2BD, Pool, Gym

Apartment, Thimble Islands

Landing · Stunning 2BD, Pool, Gym is a apartment in Thimble Islands, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Landing | Stunning 2BD, Pool, Gym

Landing · Stunning 2BD, Pool, Gym is a apartment in Thimble Islands, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, washer, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,278.

From$325/night

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Vacation rentals with parking in Thimble Islands, CT

Find vacation rentals that make arriving by car easier.

The Historic Mansion

Guest House, Thimble Islands

The Historic Mansion is a guest house in Thimble Islands, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About The Historic Mansion

The Historic Mansion is a guest house in Thimble Islands, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, parking, paid parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,266.

From$157/night

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Cozy Science Park Hub Near Yale w/ Free Parking

Apartment, Thimble Islands

Cozy Science Park Hub Near Yale w/ Free Parking is a apartment in Thimble Islands, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Cozy Science Park Hub Near Yale w/ Free Parking

Cozy Science Park Hub Near Yale w/ Free Parking is a apartment in Thimble Islands, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,160.

From$166/night

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Modern Loft near Yale and Wooster Square + Parking

Apartment, Thimble Islands

Modern Loft near Yale and Wooster Square + Parking is a apartment in Thimble Islands, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Modern Loft near Yale and Wooster Square + Parking

Modern Loft near Yale and Wooster Square + Parking is a apartment in Thimble Islands, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,169.

From$167/night

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North Haven Charm – 3BD Yale Retreat

Holiday Home, Thimble Islands

North Haven Charm – 3BD Yale Retreat is a holiday home in Thimble Islands, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring…

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About North Haven Charm – 3BD Yale Retreat

North Haven Charm – 3BD Yale Retreat is a holiday home in Thimble Islands, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,389.

From$198/night

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Pet-friendly vacation rentals in Thimble Islands, CT

Bring your pet along with stays that welcome four-legged travelers.

The Santiago Yale New Haven with Parking and Modern

Apartment, Thimble Islands

The Santiago Yale New Haven with Parking and Modern is a apartment in Thimble Islands, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the…

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About The Santiago Yale New Haven with Parking and Modern

The Santiago Yale New Haven with Parking and Modern is a apartment in Thimble Islands, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets friendly, parking, and paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,287.

From$149/night

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Landing Furnished Apartment Near Yale University

Apartment, Thimble Islands

Landing Furnished Apartment Near Yale University is a apartment in Thimble Islands, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Landing Furnished Apartment Near Yale University

Landing Furnished Apartment Near Yale University is a apartment in Thimble Islands, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,439.

From$156/night

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One bedroom in United States of America, New Haven

Apartment, Thimble Islands

One bedroom in United States of America, New Haven is a apartment in Thimble Islands, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable…

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About One bedroom in United States of America, New Haven

One bedroom in United States of America, New Haven is a apartment in Thimble Islands, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,108.

From$158/night

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Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

Holiday Home, Thimble Islands

Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home. is a holiday home in Thimble Islands, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base…

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About Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home. is a holiday home in Thimble Islands, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,251.

From$179/night

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Vacation rentals with a kitchen in Thimble Islands, CT

Compare stays with kitchen access for longer trips and easier meals.

Landing | Beautiful 1BD, Gym

Apartment, Thimble Islands

Landing · Beautiful 1BD, Gym is a apartment in Thimble Islands, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Landing | Beautiful 1BD, Gym

Landing · Beautiful 1BD, Gym is a apartment in Thimble Islands, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,154.

From$165/night

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Landing | Spectacular 1BD, Gym

Apartment, Thimble Islands

Landing · Spectacular 1BD, Gym is a apartment in Thimble Islands, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Landing | Spectacular 1BD, Gym

Landing · Spectacular 1BD, Gym is a apartment in Thimble Islands, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,169.

From$167/night

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Prime Yale Living in Modern Wooster Square

Apartment, Thimble Islands

Prime Yale Living in Modern Wooster Square is a apartment in Thimble Islands, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Prime Yale Living in Modern Wooster Square

Prime Yale Living in Modern Wooster Square is a apartment in Thimble Islands, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,255.

From$179/night

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New Cozy 2BR Stay New Haven Close to Yale

Apartment, Thimble Islands

New Cozy 2BR Stay New Haven Close to Yale is a apartment in Thimble Islands, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About New Cozy 2BR Stay New Haven Close to Yale

New Cozy 2BR Stay New Haven Close to Yale is a apartment in Thimble Islands, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,330.

From$190/night

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