Vacation rentals in Winona Lake, IN

32 available vacation rental offers

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Best vacation rentals and Airbnb offers in Winona Lake, IN

Country View Retreat - 3 bedroom, Private family-friendly home - Winona Lake, IN

Country View Retreat - 3 bedroom, Private family-friendly home

Holiday Home, Winona Lake

Country View Retreat - 3 bedroom, Private family-friendly home is a holiday home in Winona Lake, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable…

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About Country View Retreat - 3 bedroom, Private family-friendly home

Country View Retreat - 3 bedroom, Private family-friendly home is a holiday home in Winona Lake, 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, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,033.

From$148/night
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Charming Cabin on a Private, Serene Lake — Lake Life the Way It Used to Be - Winona Lake, IN

Charming Cabin on a Private, Serene Lake — Lake Life the Way It Used to Be

Cabin, Winona Lake

Charming Cabin on a Private, Serene Lake — Lake Life the Way It Used to Be is a cabin in Winona Lake, with pet-friendly space, parking, and kitchen access. This stay gives travelers a…

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About Charming Cabin on a Private, Serene Lake — Lake Life the Way It Used to Be

Charming Cabin on a Private, Serene Lake — Lake Life the Way It Used to Be is a cabin in Winona Lake, 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 $1,044.

From$149/night
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2 Mi to Dtwn: Family Home in Warsaw! - Winona Lake, IN

2 Mi to Dtwn: Family Home in Warsaw!

Cottage, Winona Lake

2 Mi to Dtwn: Family Home in Warsaw! is a cottage in Winona Lake, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About 2 Mi to Dtwn: Family Home in Warsaw!

2 Mi to Dtwn: Family Home in Warsaw! is a cottage in Winona Lake, 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,651.

From$180/night
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Lake Front 2-bedroom cottage with AC on Beautiful Tippecanoe Lake - Winona Lake, IN

Lake Front 2-bedroom cottage with AC on Beautiful Tippecanoe Lake

Cottage, Winona Lake

Lake Front 2-bedroom cottage with AC on Beautiful Tippecanoe Lake is a cottage in Winona Lake, with room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About Lake Front 2-bedroom cottage with AC on Beautiful Tippecanoe Lake

Lake Front 2-bedroom cottage with AC on Beautiful Tippecanoe Lake is a cottage in Winona Lake, with 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, washer, dryer, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,288.

From$184/night
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Waterfront vacation rentals in Winona Lake, IN

Discover vacation rentals close to the coast, water, and beach areas around Winona Lake, IN.

Webster Lake home - Winona Lake, IN

Webster Lake home

Cabin, Winona Lake

Webster Lake home is a cabin in Winona Lake, 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 Webster Lake home

Webster Lake home is a cabin in Winona Lake, 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 $1,587.

From$227/night
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Little Barbee Lakefront Bungalow - Winona Lake, IN

Little Barbee Lakefront Bungalow

Cottage, Winona Lake

Little Barbee Lakefront Bungalow is a cottage in Winona Lake, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Little Barbee Lakefront Bungalow

Little Barbee Lakefront Bungalow is a cottage in Winona Lake, 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, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,897.

From$271/night
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Swim, fish, have fun at the sandbar & cruise the lake! Sleeps 8! - Winona Lake, IN

Swim, fish, have fun at the sandbar & cruise the lake! Sleeps 8!

Holiday Home, Winona Lake

Swim, fish, have fun at the sandbar & cruise the lake! Sleeps 8! is a holiday home in Winona Lake, with kitchen access and room for a group. This stay gives travelers a comfortable base for…

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About Swim, fish, have fun at the sandbar & cruise the lake! Sleeps 8!

Swim, fish, have fun at the sandbar & cruise the lake! Sleeps 8! is a holiday home in Winona Lake, with 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, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,322.

From$475/night
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Charming 3-bedroom house: Winona Lake Front - Winona Lake, IN

Charming 3-bedroom house: Winona Lake Front

Holiday Home, Winona Lake

Charming 3-bedroom house: Winona Lake Front is a holiday home in Winona Lake, with room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Charming 3-bedroom house: Winona Lake Front

Charming 3-bedroom house: Winona Lake Front is a holiday home in Winona Lake, with 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, washer, ac, air conditioning, and internet.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,432.

From$490/night
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Vacation rentals with parking in Winona Lake, IN

Find vacation rentals that make arriving by car easier.

Lakefront home on Little Barbee that sleeps 6 - Winona Lake, IN

Lakefront home on Little Barbee that sleeps 6

Holiday Home, Winona Lake

Lakefront home on Little Barbee that sleeps 6 is a holiday home in Winona Lake, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Lakefront home on Little Barbee that sleeps 6

Lakefront home on Little Barbee that sleeps 6 is a holiday home in Winona Lake, 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 $2,030.

From$290/night
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Incredbile View of Lake Wawasee with sandy lake bottom - Winona Lake, IN

Incredbile View of Lake Wawasee with sandy lake bottom

Holiday Home, Winona Lake

Incredbile View of Lake Wawasee with sandy lake bottom is a holiday home in Winona Lake, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Incredbile View of Lake Wawasee with sandy lake bottom

Incredbile View of Lake Wawasee with sandy lake bottom is a holiday home in Winona Lake, 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,567.

From$510/night
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Private 285’ Lakefront - End-of-Drive - Multi-Family Retreat - Sleeps 12 - - Winona Lake, IN

Private 285’ Lakefront - End-of-Drive - Multi-Family Retreat - Sleeps 12 -

Holiday Home, Winona Lake

Private 285’ Lakefront - End-of-Drive - Multi-Family Retreat - Sleeps 12 - is a holiday home in Winona Lake, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About Private 285’ Lakefront - End-of-Drive - Multi-Family Retreat - Sleeps 12 -

Private 285’ Lakefront - End-of-Drive - Multi-Family Retreat - Sleeps 12 - is a holiday home in Winona Lake, 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 $4,448.

From$635/night
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FAMILY HOME ON WEBSTER LAKE! - Winona Lake, IN

FAMILY HOME ON WEBSTER LAKE!

Holiday Home, Winona Lake

FAMILY HOME ON WEBSTER LAKE! is a holiday home in Winona Lake, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About FAMILY HOME ON WEBSTER LAKE!

FAMILY HOME ON WEBSTER LAKE! is a holiday home in Winona Lake, 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, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $6,775.

From$968/night
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Pet-friendly vacation rentals in Winona Lake, IN

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

⚓️Direct lake view with available Tritoon boat rental - Winona Lake, IN

⚓️Direct lake view with available Tritoon boat rental

Holiday Home, Winona Lake

⚓️Direct lake view with available Tritoon boat rental is a holiday home in Winona Lake, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for…

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About ⚓️Direct lake view with available Tritoon boat rental

⚓️Direct lake view with available Tritoon boat rental is a holiday home in Winona Lake, 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 wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,534.

From$362/night
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Beautiful Lakefront home, pets welcome, fully fenced, dock, kayaks, fishing!! - Winona Lake, IN

Beautiful Lakefront home, pets welcome, fully fenced, dock, kayaks, fishing!!

Holiday Home, Winona Lake

Beautiful Lakefront home, pets welcome, fully fenced, dock, kayaks, fishing!! is a holiday home in Winona Lake, with pet-friendly space. This stay gives travelers a comfortable base for…

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About Beautiful Lakefront home, pets welcome, fully fenced, dock, kayaks, fishing!!

Beautiful Lakefront home, pets welcome, fully fenced, dock, kayaks, fishing!! is a holiday home in Winona Lake, 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: pet friendly, pets friendly, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,724.

From$389/night
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Wow the View!! Prime Location on Big Barbee Waterfront - Winona Lake, IN

Wow the View!! Prime Location on Big Barbee Waterfront

Holiday Home, Winona Lake

Wow the View!! Prime Location on Big Barbee Waterfront is a holiday home in Winona Lake, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base…

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About Wow the View!! Prime Location on Big Barbee Waterfront

Wow the View!! Prime Location on Big Barbee Waterfront is a holiday home in Winona Lake, 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 $4,881.

From$697/night
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Vacation rentals with a kitchen in Winona Lake, IN

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

Lake Wawasee 2 Bedroom Condo on Channel . NO SHOES, NO SHIRT, NO PROBLEMS !!! - Winona Lake, IN

Lake Wawasee 2 Bedroom Condo on Channel . NO SHOES, NO SHIRT, NO PROBLEMS !!!

Condo, Winona Lake

Lake Wawasee 2 Bedroom Condo on Channel . NO SHOES, NO SHIRT, NO PROBLEMS !!! is a condo in Winona Lake, with kitchen access and room for a group. This stay gives travelers a comfortable…

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About Lake Wawasee 2 Bedroom Condo on Channel . NO SHOES, NO SHIRT, NO PROBLEMS !!!

Lake Wawasee 2 Bedroom Condo on Channel . NO SHOES, NO SHIRT, NO PROBLEMS !!! is a condo in Winona Lake, with 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: hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,752.

From$250/night
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New Kid in Town, Lake Wawasee , 2 Bedroom Condo Channel Front with Boat Pier - Winona Lake, IN

New Kid in Town, Lake Wawasee , 2 Bedroom Condo Channel Front with Boat Pier

Condo, Winona Lake

New Kid in Town, Lake Wawasee , 2 Bedroom Condo Channel Front with Boat Pier is a condo in Winona Lake, with kitchen access and room for a group. This stay gives travelers a comfortable…

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About New Kid in Town, Lake Wawasee , 2 Bedroom Condo Channel Front with Boat Pier

New Kid in Town, Lake Wawasee , 2 Bedroom Condo Channel Front with Boat Pier is a condo in Winona Lake, with 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: hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,789.

From$256/night
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New -- Anchor Inn, a Charming Lake Cottage @ Webster Lake - Winona Lake, IN

New -- Anchor Inn, a Charming Lake Cottage @ Webster Lake

Cottage, Winona Lake

New -- Anchor Inn, a Charming Lake Cottage @ Webster Lake is a cottage in Winona Lake, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About New -- Anchor Inn, a Charming Lake Cottage @ Webster Lake

New -- Anchor Inn, a Charming Lake Cottage @ Webster Lake is a cottage in Winona Lake, 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 wifi, kitchen, with kitchen, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,375.

From$482/night
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Sunrise on Sawmill - Kayaks, Paddleboat, Firepit, Arcade! - Winona Lake, IN

Sunrise on Sawmill - Kayaks, Paddleboat, Firepit, Arcade!

Holiday Home, Winona Lake

Sunrise on Sawmill - Kayaks, Paddleboat, Firepit, Arcade! is a holiday home in Winona Lake, with kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Sunrise on Sawmill - Kayaks, Paddleboat, Firepit, Arcade!

Sunrise on Sawmill - Kayaks, Paddleboat, Firepit, Arcade! is a holiday home in Winona Lake, 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: hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $5,785.

From$826/night
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Family-friendly vacation rentals in Winona Lake, IN

Plan a trip with stays that give families more room to spread out.

Lakefront Cottage on Webster Lake with Beautiful Sunsets, 2 bed, 1 bath - Winona Lake, IN

Lakefront Cottage on Webster Lake with Beautiful Sunsets, 2 bed, 1 bath

Holiday Home, Winona Lake

Lakefront Cottage on Webster Lake with Beautiful Sunsets, 2 bed, 1 bath is a holiday home in Winona Lake, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Lakefront Cottage on Webster Lake with Beautiful Sunsets, 2 bed, 1 bath

Lakefront Cottage on Webster Lake with Beautiful Sunsets, 2 bed, 1 bath is a holiday home in Winona Lake, 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,533.

From$219/night
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Cozy lake Cottage on Dewart Lake , 1 mile from Blue Barn Berry Farm, Hottub! - Winona Lake, IN

Cozy lake Cottage on Dewart Lake , 1 mile from Blue Barn Berry Farm, Hottub!

Cottage, Winona Lake

Cozy lake Cottage on Dewart Lake , 1 mile from Blue Barn Berry Farm, Hottub! is a cottage in Winona Lake, with parking. This stay gives travelers a comfortable base for exploring the area,…

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About Cozy lake Cottage on Dewart Lake , 1 mile from Blue Barn Berry Farm, Hottub!

Cozy lake Cottage on Dewart Lake , 1 mile from Blue Barn Berry Farm, Hottub! is a cottage in Winona Lake, 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, hot tub, free wifi, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,698.

From$243/night
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NEW Spacious Lakehouse Retreat +private pier - Winona Lake, IN

NEW Spacious Lakehouse Retreat +private pier

Holiday Home, Winona Lake

NEW Spacious Lakehouse Retreat +private pier is a holiday home in Winona Lake, with kitchen access and a quieter setting. This stay gives travelers a comfortable base for exploring the…

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About NEW Spacious Lakehouse Retreat +private pier

NEW Spacious Lakehouse Retreat +private pier is a holiday home in Winona Lake, with 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 wifi, kitchen, with kitchen, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,744.

From$249/night
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HOMEAWAY HAVEN Charming 3-bedroom farmhouse out in the country for 8 guests - Winona Lake, IN

HOMEAWAY HAVEN Charming 3-bedroom farmhouse out in the country for 8 guests

Country House, Winona Lake

HOMEAWAY HAVEN Charming 3-bedroom farmhouse out in the country for 8 guests is a country house in Winona Lake, with parking, kitchen access, and room for a group. This stay gives travelers…

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About HOMEAWAY HAVEN Charming 3-bedroom farmhouse out in the country for 8 guests

HOMEAWAY HAVEN Charming 3-bedroom farmhouse out in the country for 8 guests is a country house in Winona Lake, 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, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,006.

From$287/night
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