Vacation rentals in Pleasure Beach, CT

71 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Pleasure Beach, CT

Peaceful Hidden Gem Near The Beach Ideal For Longer Stays - Pleasure Beach, CT

Peaceful Hidden Gem Near The Beach Ideal For Longer Stays

Apartment, Pleasure Beach

Peaceful Hidden Gem Near The Beach Ideal For Longer Stays is a apartment in Pleasure Beach, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base…

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About Peaceful Hidden Gem Near The Beach Ideal For Longer Stays

Peaceful Hidden Gem Near The Beach Ideal For Longer Stays is a apartment in Pleasure Beach, 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 $1,002.

From$98/night
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Zen, Spacious & Comfy 2 bed, Lux beds - Pleasure Beach, CT

Zen, Spacious & Comfy 2 bed, Lux beds

Apartment, Pleasure Beach

Zen, Spacious & Comfy 2 bed, Lux beds is a apartment in Pleasure Beach, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Zen, Spacious & Comfy 2 bed, Lux beds

Zen, Spacious & Comfy 2 bed, Lux beds is a apartment in Pleasure Beach, with 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 $1,365.

From$140/night
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Charming 2-bedroom apartment in delightful Bridgeport with WiFi - Pleasure Beach, CT

Charming 2-bedroom apartment in delightful Bridgeport with WiFi

Apartment, Pleasure Beach

Charming 2-bedroom apartment in delightful Bridgeport with WiFi is a apartment in Pleasure Beach, with parking and room for a group. This stay gives travelers a comfortable base for…

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About Charming 2-bedroom apartment in delightful Bridgeport with WiFi

Charming 2-bedroom apartment in delightful Bridgeport with WiFi is a apartment in Pleasure Beach, with parking 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, parking, free parking, heating, and internet.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,303.

From$145/night
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Modern Apartment in Black Rock - Pleasure Beach, CT

Modern Apartment in Black Rock

Apartment, Pleasure Beach

Modern Apartment in Black Rock is a apartment in Pleasure Beach, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Modern Apartment in Black Rock

Modern Apartment in Black Rock is a apartment in Pleasure Beach, 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 $1,595.

From$148/night
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Browse Waterfront Vacation Rentals in Pleasure Beach, CT

Discover vacation rentals close to the coast, water, and beach areas around Pleasure Beach, CT.

Arlington Beach House - by Yale - Pleasure Beach, CT

Arlington Beach House - by Yale

Homestay, Pleasure Beach

Arlington Beach House - by Yale is a homestay in Pleasure Beach, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Arlington Beach House - by Yale

Arlington Beach House - by Yale is a homestay in Pleasure Beach, 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $779.

From$90/night
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Beach Studio Fully Furnished - Pleasure Beach, CT

Beach Studio Fully Furnished

Apartment, Pleasure Beach

Beach Studio Fully Furnished is a apartment in Pleasure Beach, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Beach Studio Fully Furnished

Beach Studio Fully Furnished is a apartment in Pleasure Beach, with pet-friendly space, easy beach 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,236.

From$128/night
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#2 Beautiful Milford Beach Right Across Street - Charles Island/Silver Sands Pk - Pleasure Beach, CT

#2 Beautiful Milford Beach Right Across Street - Charles Island/Silver Sands Pk

Apartment, Pleasure Beach

#2 Beautiful Milford Beach Right Across Street - Charles Island/Silver Sands Pk is a apartment in Pleasure Beach, with easy beach access, parking, and kitchen access. This stay gives…

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About #2 Beautiful Milford Beach Right Across Street - Charles Island/Silver Sands Pk

#2 Beautiful Milford Beach Right Across Street - Charles Island/Silver Sands Pk is a apartment in Pleasure Beach, 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,822.

From$292/night
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Great Duplex with Water Views and Steps to the Beach - Pleasure Beach, CT

Great Duplex with Water Views and Steps to the Beach

Holiday Home, Pleasure Beach

Great Duplex with Water Views and Steps to the Beach is a holiday home in Pleasure Beach, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base…

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About Great Duplex with Water Views and Steps to the Beach

Great Duplex with Water Views and Steps to the Beach is a holiday home in Pleasure Beach, 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: kitchen, with kitchen, parking, free parking, and washer.

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

From$315/night
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Browse Vacation Rentals with a Pool in Pleasure Beach, CT

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

Cozy 3 bedroom minutes from Yale and the beach - Pleasure Beach, CT

Cozy 3 bedroom minutes from Yale and the beach

Holiday Home, Pleasure Beach

Cozy 3 bedroom minutes from Yale and the beach is a holiday home in Pleasure Beach, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About Cozy 3 bedroom minutes from Yale and the beach

Cozy 3 bedroom minutes from Yale and the beach is a holiday home in Pleasure Beach, with pool access, easy beach 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: pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,570.

From$170/night
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Spacious Studio with Pool Table - Pleasure Beach, CT

Spacious Studio with Pool Table

Apartment, Pleasure Beach

Spacious Studio with Pool Table is a apartment in Pleasure Beach, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Spacious Studio with Pool Table

Spacious Studio with Pool Table is a apartment in Pleasure Beach, with 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: parking, onsite parking, ac, air conditioning, and tv.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,666.

From$179/night
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Spacious Easton 2BR Townhouse with Big Yard - Pleasure Beach, CT

Spacious Easton 2BR Townhouse with Big Yard

Condo, Pleasure Beach

Spacious Easton 2BR Townhouse with Big Yard is a condo in Pleasure Beach, with pet-friendly space, pool access, and room for a group. This stay gives travelers a comfortable base for…

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About Spacious Easton 2BR Townhouse with Big Yard

Spacious Easton 2BR Townhouse with Big Yard is a condo in Pleasure Beach, with pet-friendly space, pool 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: pool, hot tub, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,801.

From$290/night
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Designer Barn House • Hot Tub, Pool, Fire Pits & Entertainers Retreat - Pleasure Beach, CT

Designer Barn House • Hot Tub, Pool, Fire Pits & Entertainers Retreat

Country House, Pleasure Beach

Designer Barn House · Hot Tub, Pool, Fire Pits & Entertainers Retreat is a country house in Pleasure Beach, with pool access and a quieter setting. This stay gives travelers a comfortable…

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About Designer Barn House • Hot Tub, Pool, Fire Pits & Entertainers Retreat

Designer Barn House · Hot Tub, Pool, Fire Pits & Entertainers Retreat is a country house in Pleasure Beach, with pool 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: pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $15,152.

From$1,675/night
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Best Pleasure Beach, CT vacation rentals with parking

Find vacation rentals that make arriving by car easier.

The Riverside - Pleasure Beach, CT

The Riverside

Apartment, Pleasure Beach

The Riverside is a apartment in Pleasure Beach, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About The Riverside

The Riverside is a apartment in Pleasure Beach, with 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 $1,744.

From$175/night
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4-bedroom house in delightful Bridgeport with all you need to call Home - Pleasure Beach, CT

4-bedroom house in delightful Bridgeport with all you need to call Home

Holiday Home, Pleasure Beach

4-bedroom house in delightful Bridgeport with all you need to call Home is a holiday home in Pleasure Beach, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About 4-bedroom house in delightful Bridgeport with all you need to call Home

4-bedroom house in delightful Bridgeport with all you need to call Home is a holiday home in Pleasure Beach, with parking, 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: kitchen, with kitchen, parking, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,537.

From$258/night
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Modern + Spacious 5BR/2BA Home, Renovated Backyard - Pleasure Beach, CT

Modern + Spacious 5BR/2BA Home, Renovated Backyard

Holiday Home, Pleasure Beach

Modern + Spacious 5BR/2BA Home, Renovated Backyard is a holiday home in Pleasure Beach, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Modern + Spacious 5BR/2BA Home, Renovated Backyard

Modern + Spacious 5BR/2BA Home, Renovated Backyard is a holiday home in Pleasure Beach, with parking, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,254.

From$328/night
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The B&W Haven 5BR Home with yard theater + Office - Pleasure Beach, CT

The B&W Haven 5BR Home with yard theater + Office

Holiday Home, Pleasure Beach

The B&W Haven 5BR Home with yard theater + Office is a holiday home in Pleasure Beach, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About The B&W Haven 5BR Home with yard theater + Office

The B&W Haven 5BR Home with yard theater + Office is a holiday home in Pleasure Beach, with parking, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,241.

From$328/night
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Best Pet-Friendly Vacation Rentals in Pleasure Beach, CT

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

Studio Flat Above Historic Cider Mill - Pleasure Beach, CT

Studio Flat Above Historic Cider Mill

Apartment, Pleasure Beach

Studio Flat Above Historic Cider Mill is a apartment in Pleasure Beach, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Studio Flat Above Historic Cider Mill

Studio Flat Above Historic Cider Mill is a apartment in Pleasure Beach, 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 $1,639.

From$160/night
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Charming 1 bedroom by the Beach! - Pleasure Beach, CT

Charming 1 bedroom by the Beach!

Holiday Home, Pleasure Beach

Charming 1 bedroom by the Beach! is a holiday home in Pleasure Beach, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About Charming 1 bedroom by the Beach!

Charming 1 bedroom by the Beach! is a holiday home in Pleasure Beach, with pet-friendly space, easy beach 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, hot tub, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,133.

From$217/night
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Modern House in Black Rock - Pleasure Beach, CT

Modern House in Black Rock

Holiday Home, Pleasure Beach

Modern House in Black Rock is a holiday home in Pleasure Beach, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Modern House in Black Rock

Modern House in Black Rock is a holiday home in Pleasure Beach, 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 $2,783.

From$262/night
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Quintessential Cozy Haven, Brooklawn Beauty - Pleasure Beach, CT

Quintessential Cozy Haven, Brooklawn Beauty

Holiday Home, Pleasure Beach

Quintessential Cozy Haven, Brooklawn Beauty is a holiday home in Pleasure Beach, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Quintessential Cozy Haven, Brooklawn Beauty

Quintessential Cozy Haven, Brooklawn Beauty is a holiday home in Pleasure Beach, 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 $2,769.

From$278/night
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Best Pleasure Beach, CT vacation rentals with a kitchen

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

Beach Apartment in Woodmont Milford 102 - Pleasure Beach, CT

Beach Apartment in Woodmont Milford 102

Apartment, Pleasure Beach

Beach Apartment in Woodmont Milford 102 is a apartment in Pleasure Beach, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring…

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About Beach Apartment in Woodmont Milford 102

Beach Apartment in Woodmont Milford 102 is a apartment in Pleasure Beach, 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 $2,013.

From$212/night
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2BR Coastal Retreat close to Yale and walk to NY Train! - Pleasure Beach, CT

2BR Coastal Retreat close to Yale and walk to NY Train!

Holiday Home, Pleasure Beach

2BR Coastal Retreat close to Yale and walk to NY Train! is a holiday home in Pleasure Beach, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a…

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About 2BR Coastal Retreat close to Yale and walk to NY Train!

2BR Coastal Retreat close to Yale and walk to NY Train! is a holiday home in Pleasure Beach, 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 $2,596.

From$270/night
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Stunning Sunsets & Coastal Charm in Milford! - Pleasure Beach, CT

Stunning Sunsets & Coastal Charm in Milford!

Holiday Home, Pleasure Beach

Stunning Sunsets & Coastal Charm in Milford! is a holiday home in Pleasure Beach, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Stunning Sunsets & Coastal Charm in Milford!

Stunning Sunsets & Coastal Charm in Milford! is a holiday home in Pleasure Beach, with 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 $3,112.

From$321/night
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Minutes to Beaches - Home Theater, Couples Retreat - Pleasure Beach, CT

Minutes to Beaches - Home Theater, Couples Retreat

Holiday Home, Pleasure Beach

Minutes to Beaches - Home Theater, Couples Retreat is a holiday home in Pleasure Beach, with easy beach access, kitchen access, and a quieter setting. This stay gives travelers a…

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About Minutes to Beaches - Home Theater, Couples Retreat

Minutes to Beaches - Home Theater, Couples Retreat is a holiday home in Pleasure Beach, with easy beach access, 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, free wifi, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,000.

From$416/night
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