Vacation rentals in Jamaica Island, ME

138 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Jamaica Island, ME

Historical Apt. In Downtown Portsmouth - Jamaica Island, ME

Historical Apt. In Downtown Portsmouth

Apartment, Jamaica Island

Historical Apt. In Downtown Portsmouth is a apartment in Jamaica Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Historical Apt. In Downtown Portsmouth

Historical Apt. In Downtown Portsmouth is a apartment in Jamaica Island, 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: kitchen, with kitchen, parking, free parking, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,246.

From$145/night
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Private Woodland Cottage Near Beaches and Shopping - Jamaica Island, ME

Private Woodland Cottage Near Beaches and Shopping

Cottage, Jamaica Island

Private Woodland Cottage Near Beaches and Shopping is a cottage in Jamaica Island, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Private Woodland Cottage Near Beaches and Shopping

Private Woodland Cottage Near Beaches and Shopping is a cottage in Jamaica Island, 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 $1,729.

From$183/night
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Skylights & Tides King Studio - Kittery/Portsmouth - Jamaica Island, ME

Skylights & Tides King Studio - Kittery/Portsmouth

Guest House, Jamaica Island

Skylights & Tides King Studio - Kittery/Portsmouth is a guest house in Jamaica Island, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Skylights & Tides King Studio - Kittery/Portsmouth

Skylights & Tides King Studio - Kittery/Portsmouth is a guest house in Jamaica Island, 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 cancellation, parking, free parking, fireplace, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,662.

From$197/night
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Neighborhood Nest | 10 minutes to Beach & Downtown - Jamaica Island, ME

Neighborhood Nest | 10 minutes to Beach & Downtown

Condo, Jamaica Island

Neighborhood Nest · 10 minutes to Beach & Downtown is a condo in Jamaica Island, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area,…

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About Neighborhood Nest | 10 minutes to Beach & Downtown

Neighborhood Nest · 10 minutes to Beach & Downtown is a condo in Jamaica Island, with pool access and easy beach 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, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,878.

From$216/night
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Browse Waterfront Vacation Rentals in Jamaica Island, ME

Discover vacation rentals close to the coast, water, and beach areas around Jamaica Island, ME.

Steps to Long Sands Beach - Jamaica Island, ME

Steps to Long Sands Beach

Holiday Home, Jamaica Island

Steps to Long Sands Beach is a holiday home in Jamaica Island, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Steps to Long Sands Beach

Steps to Long Sands Beach is a holiday home in Jamaica Island, 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 $1,840.

From$200/night
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Oceanview Condo W/a Loft Retreat - Steps to the Beach! - Jamaica Island, ME

Oceanview Condo W/a Loft Retreat - Steps to the Beach!

Condo, Jamaica Island

Oceanview Condo W/a Loft Retreat - Steps to the Beach! is a condo in Jamaica Island, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Oceanview Condo W/a Loft Retreat - Steps to the Beach!

Oceanview Condo W/a Loft Retreat - Steps to the Beach! is a condo in Jamaica Island, 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, beachfront, and beach front.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,124.

From$248/night
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3 BEDS | 10 mins to Beach | Portsmouth | Hampton* - Jamaica Island, ME

3 BEDS | 10 mins to Beach | Portsmouth | Hampton*

Apartment, Jamaica Island

3 BEDS · 10 mins to Beach · Portsmouth · Hampton* is a apartment in Jamaica Island, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for…

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About 3 BEDS | 10 mins to Beach | Portsmouth | Hampton*

3 BEDS · 10 mins to Beach · Portsmouth · Hampton* is a apartment in Jamaica Island, 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: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,499.

From$283/night
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Great Island Inn - 1BR Duplex Apartment - harbor View - Jamaica Island, ME

Great Island Inn - 1BR Duplex Apartment - harbor View

Apartment, Jamaica Island

Great Island Inn - 1BR Duplex Apartment - harbor View is a apartment in Jamaica Island, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base…

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About Great Island Inn - 1BR Duplex Apartment - harbor View

Great Island Inn - 1BR Duplex Apartment - harbor View is a apartment in Jamaica Island, 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: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $5,543.

From$585/night
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Browse Vacation Rentals with a Pool in Jamaica Island, ME

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

935 Ocean A Beachside Inn - Jamaica Island, ME

935 Ocean A Beachside Inn

Guest House, Jamaica Island

935 Ocean A Beachside Inn is a guest house in Jamaica Island, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About 935 Ocean A Beachside Inn

935 Ocean A Beachside Inn is a guest house in Jamaica Island, with pool access, 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, pool, beachfront, beach front, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,995.

From$238/night
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Oceanfront 1-bedroom condo on North Beach with a pool! - Jamaica Island, ME

Oceanfront 1-bedroom condo on North Beach with a pool!

Condo, Jamaica Island

Oceanfront 1-bedroom condo on North Beach with a pool! is a condo in Jamaica Island, with pool access, easy beach access, and room for a group. This stay gives travelers a comfortable base…

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About Oceanfront 1-bedroom condo on North Beach with a pool!

Oceanfront 1-bedroom condo on North Beach with a pool! is a condo in Jamaica Island, with pool access, easy beach 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, ac, air conditioning, internet, and laundry service.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,244.

From$243/night
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North Beach, Quiet, Clean, Condo, Walk to Hampton Beach - Jamaica Island, ME

North Beach, Quiet, Clean, Condo, Walk to Hampton Beach

Condo, Jamaica Island

North Beach, Quiet, Clean, Condo, Walk to Hampton Beach is a condo in Jamaica Island, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base…

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About North Beach, Quiet, Clean, Condo, Walk to Hampton Beach

North Beach, Quiet, Clean, Condo, Walk to Hampton Beach is a condo in Jamaica Island, 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: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,350.

From$250/night
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Unique and Charming Home In Portsmouth's Historic District. - Jamaica Island, ME

Unique and Charming Home In Portsmouth's Historic District.

Holiday Home, Jamaica Island

Unique and Charming Home In Portsmouth's Historic District. is a holiday home in Jamaica Island, with pool access and kitchen access. This stay gives travelers a comfortable base for…

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About Unique and Charming Home In Portsmouth's Historic District.

Unique and Charming Home In Portsmouth's Historic District. is a holiday home in Jamaica Island, 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, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $7,023.

From$800/night
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Best Jamaica Island, ME vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Martin Hill Inn - Jamaica Island, ME

Martin Hill Inn

Guest House, Jamaica Island

Martin Hill Inn is a guest house in Jamaica Island, 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 Martin Hill Inn

Martin Hill Inn is a guest house in Jamaica Island, 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, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,664.

From$351/night
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The Water Street Inn - Jamaica Island, ME

The Water Street Inn

Guest House, Jamaica Island

The Water Street Inn is a guest house in Jamaica Island, 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 Water Street Inn

The Water Street Inn is a guest house in Jamaica Island, 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 cancellation, free wifi, parking, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,727.

From$357/night
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Townhouse in Portsmouth Downtown Historic District - Jamaica Island, ME

Townhouse in Portsmouth Downtown Historic District

Apartment, Jamaica Island

Townhouse in Portsmouth Downtown Historic District is a apartment in Jamaica Island, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Townhouse in Portsmouth Downtown Historic District

Townhouse in Portsmouth Downtown Historic District is a apartment in Jamaica Island, 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 cancellation, free wifi, parking, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,232.

From$393/night
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Great Island Inn - King Studio Apt - Patio View - Jamaica Island, ME

Great Island Inn - King Studio Apt - Patio View

Apartment, Jamaica Island

Great Island Inn - King Studio Apt - Patio View is a apartment in Jamaica Island, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Great Island Inn - King Studio Apt - Patio View

Great Island Inn - King Studio Apt - Patio View is a apartment in Jamaica Island, with outdoor 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,031.

From$423/night
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Best Pet-Friendly Vacation Rentals in Jamaica Island, ME

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

🤓Clever Studio🍷Free Wine☕️Coffee / Tea Bar - Free Parking! - Jamaica Island, ME

🤓Clever Studio🍷Free Wine☕️Coffee / Tea Bar - Free Parking!

Apartment, Jamaica Island

🤓Clever Studio🍷Free Wine☕️Coffee / Tea Bar - Free Parking! is a apartment in Jamaica Island, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable…

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About 🤓Clever Studio🍷Free Wine☕️Coffee / Tea Bar - Free Parking!

🤓Clever Studio🍷Free Wine☕️Coffee / Tea Bar - Free Parking! is a apartment in Jamaica Island, 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 $1,397.

From$148/night
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One-Bedroom Apt in Hampton NH! - Jamaica Island, ME

One-Bedroom Apt in Hampton NH!

Apartment, Jamaica Island

One-Bedroom Apt in Hampton NH! is a apartment in Jamaica Island, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About One-Bedroom Apt in Hampton NH!

One-Bedroom Apt in Hampton NH! is a apartment in Jamaica Island, 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 $1,492.

From$152/night
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💥Brand New Unit! - UNH👩🏻‍🎓Portsmouth - FreeWine🍷 - Jamaica Island, ME

💥Brand New Unit! - UNH👩🏻‍🎓Portsmouth - FreeWine🍷

Apartment, Jamaica Island

💥Brand New Unit! - UNH👩🏻‍🎓Portsmouth - FreeWine🍷 is a apartment in Jamaica Island, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for…

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About 💥Brand New Unit! - UNH👩🏻‍🎓Portsmouth - FreeWine🍷

💥Brand New Unit! - UNH👩🏻‍🎓Portsmouth - FreeWine🍷 is a apartment in Jamaica Island, 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 $1,435.

From$152/night
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💋Kissing Downtown - Parking Spot! Sleeps 5🖐Free Wine🍷 - Jamaica Island, ME

💋Kissing Downtown - Parking Spot! Sleeps 5🖐Free Wine🍷

Holiday Home, Jamaica Island

💋Kissing Downtown - Parking Spot! Sleeps 5🖐Free Wine🍷 is a holiday home in Jamaica Island, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable…

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About 💋Kissing Downtown - Parking Spot! Sleeps 5🖐Free Wine🍷

💋Kissing Downtown - Parking Spot! Sleeps 5🖐Free Wine🍷 is a holiday home in Jamaica Island, 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 $1,469.

From$154/night
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Best Jamaica Island, ME vacation rentals with a kitchen

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

Walk to North Beach! Marsh-view Condo in Hampton - Jamaica Island, ME

Walk to North Beach! Marsh-view Condo in Hampton

Apartment, Jamaica Island

Walk to North Beach! Marsh-view Condo in Hampton is a apartment in Jamaica Island, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Walk to North Beach! Marsh-view Condo in Hampton

Walk to North Beach! Marsh-view Condo in Hampton is a apartment in Jamaica Island, 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 $1,453.

From$137/night
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Tranquil Getaway – A Peaceful Coastal Escape for Two - Jamaica Island, ME

Tranquil Getaway – A Peaceful Coastal Escape for Two

Condo, Jamaica Island

Tranquil Getaway – A Peaceful Coastal Escape for Two is a condo in Jamaica Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Tranquil Getaway – A Peaceful Coastal Escape for Two

Tranquil Getaway – A Peaceful Coastal Escape for Two is a condo in Jamaica Island, 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: kitchen, with kitchen, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,527.

From$251/night
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Historic Downtown Water-view Loft on Ceres Street - Jamaica Island, ME

Historic Downtown Water-view Loft on Ceres Street

Condo, Jamaica Island

Historic Downtown Water-view Loft on Ceres Street is a condo in Jamaica Island, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Historic Downtown Water-view Loft on Ceres Street

Historic Downtown Water-view Loft on Ceres Street is a condo in Jamaica Island, 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 washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,144.

From$344/night
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Spinney Creek 2 bedroom home in Kittery, minutes to Portsmouth, York + Ogunquit - Jamaica Island, ME

Spinney Creek 2 bedroom home in Kittery, minutes to Portsmouth, York + Ogunquit

Holiday Home, Jamaica Island

Spinney Creek 2 bedroom home in Kittery, minutes to Portsmouth, York + Ogunquit is a holiday home in Jamaica Island, with parking, kitchen access, and room for a group. This stay gives…

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About Spinney Creek 2 bedroom home in Kittery, minutes to Portsmouth, York + Ogunquit

Spinney Creek 2 bedroom home in Kittery, minutes to Portsmouth, York + Ogunquit is a holiday home in Jamaica Island, 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 $3,811.

From$425/night
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