Vacation rentals in Upper Dam, ME

99 available vacation rental offers

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Best vacation rentals and Airbnb offers in Upper Dam, ME

EZ Sunday Morning - Upper Dam, ME

EZ Sunday Morning

Holiday Home, Upper Dam

EZ Sunday Morning is a holiday home in Upper Dam, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About EZ Sunday Morning

EZ Sunday Morning is a holiday home in Upper Dam, 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 $1,776.

From$171/night
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2 minute walk to Shagg Pond/Bryant Pond. Pet friendly! - Upper Dam, ME

2 minute walk to Shagg Pond/Bryant Pond. Pet friendly!

Cabin, Upper Dam

2 minute walk to Shagg Pond/Bryant Pond. Pet friendly! is a cabin in Upper Dam, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About 2 minute walk to Shagg Pond/Bryant Pond. Pet friendly!

2 minute walk to Shagg Pond/Bryant Pond. Pet friendly! is a cabin in Upper Dam, 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,253.

From$179/night
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Timberframe North- Charming Chalet in the Mountains of Maine - Upper Dam, ME

Timberframe North- Charming Chalet in the Mountains of Maine

Holiday Home, Upper Dam

Timberframe North- Charming Chalet in the Mountains of Maine is a holiday home in Upper Dam, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for…

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About Timberframe North- Charming Chalet in the Mountains of Maine

Timberframe North- Charming Chalet in the Mountains of Maine is a holiday home in Upper Dam, 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 $1,311.

From$187/night
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Private lake access on  Howard Pond - Upper Dam, ME

Private lake access on Howard Pond

Holiday Home, Upper Dam

Private lake access on Howard Pond is a holiday home in Upper Dam, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Private lake access on Howard Pond

Private lake access on Howard Pond is a holiday home in Upper Dam, 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 kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,325.

From$189/night
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Vacation rentals with a pool in Upper Dam, ME

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

Smore's Cabin, beautiful mountain views - Upper Dam, ME

Smore's Cabin, beautiful mountain views

Cabin, Upper Dam

Smore's Cabin, beautiful mountain views is a cabin in Upper Dam, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Smore's Cabin, beautiful mountain views

Smore's Cabin, beautiful mountain views is a cabin in Upper Dam, 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: pool, parking, free parking, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,065.

From$152/night
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Picturesque Mountain Views, Direct Snowmobile & ATV trail access. 30 minutes to Sunday River and Black Mountain of Maine. - Upper Dam, ME

Picturesque Mountain Views, Direct Snowmobile & ATV trail access. 30 minutes to Sunday River and Black Mountain of Maine.

Cabin, Upper Dam

Picturesque Mountain Views, Direct Snowmobile & ATV trail access. 30 minutes to Sunday River and Black Mountain of Maine. is a cabin in Upper Dam, with pool access. This stay gives…

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About Picturesque Mountain Views, Direct Snowmobile & ATV trail access. 30 minutes to Sunday River and Black Mountain of Maine.

Picturesque Mountain Views, Direct Snowmobile & ATV trail access. 30 minutes to Sunday River and Black Mountain of Maine. is a cabin in Upper Dam, with 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, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,355.

From$336/night
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Escape to the mountains for riding or relaxation. Direct access to the snowmobile and ATV trails. Plenty of skiing in the area along with wilderness exploring. - Upper Dam, ME

Escape to the mountains for riding or relaxation. Direct access to the snowmobile and ATV trails. Plenty of skiing in the area along with wilderness exploring.

Cabin, Upper Dam

Escape to the mountains for riding or relaxation. Direct access to the snowmobile and ATV trails. Plenty of skiing in the area along with wilderness exploring. is a cabin in Upper Dam, with…

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About Escape to the mountains for riding or relaxation. Direct access to the snowmobile and ATV trails. Plenty of skiing in the area along with wilderness exploring.

Escape to the mountains for riding or relaxation. Direct access to the snowmobile and ATV trails. Plenty of skiing in the area along with wilderness exploring. is a cabin in Upper Dam, with pool 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: pool, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,358.

From$337/night
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Cabin w/ Views, Grill, Sauna, Pool Table, Games - Upper Dam, ME

Cabin w/ Views, Grill, Sauna, Pool Table, Games

Holiday Home, Upper Dam

Cabin w/ Views, Grill, Sauna, Pool Table, Games is a holiday home in Upper Dam, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Cabin w/ Views, Grill, Sauna, Pool Table, Games

Cabin w/ Views, Grill, Sauna, Pool Table, Games is a holiday home in Upper Dam, with pool 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 $3,437.

From$491/night
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Vacation rentals with parking in Upper Dam, ME

Find vacation rentals that make arriving by car easier.

Mullen Chalet - Upper Dam, ME

Mullen Chalet

Holiday Home, Upper Dam

Mullen Chalet is a holiday home in Upper Dam, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or…

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About Mullen Chalet

Mullen Chalet is a holiday home in Upper Dam, 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 $1,459.

From$136/night
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The Androscoggin at Chandler Brook Village - Upper Dam, ME

The Androscoggin at Chandler Brook Village

Holiday Home, Upper Dam

The Androscoggin at Chandler Brook Village is a holiday home in Upper Dam, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About The Androscoggin at Chandler Brook Village

The Androscoggin at Chandler Brook Village is a holiday home in Upper Dam, 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 $1,423.

From$203/night
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The Bear at Chandler Brook Village - Upper Dam, ME

The Bear at Chandler Brook Village

Holiday Home, Upper Dam

The Bear at Chandler Brook Village is a holiday home in Upper Dam, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About The Bear at Chandler Brook Village

The Bear at Chandler Brook Village is a holiday home in Upper Dam, 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 $1,445.

From$206/night
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Large farmhouse on cattle farm - snowmobile, ski, hike, and more! - Upper Dam, ME

Large farmhouse on cattle farm - snowmobile, ski, hike, and more!

Holiday Home, Upper Dam

Large farmhouse on cattle farm - snowmobile, ski, hike, and more! is a holiday home in Upper Dam, with parking and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Large farmhouse on cattle farm - snowmobile, ski, hike, and more!

Large farmhouse on cattle farm - snowmobile, ski, hike, and more! is a holiday home in Upper Dam, 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 $1,708.

From$244/night
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Pet-friendly vacation rentals in Upper Dam, ME

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

Waterfront Home w/ Access to Lake Anasagunticook! - Upper Dam, ME

Waterfront Home w/ Access to Lake Anasagunticook!

Holiday Home, Upper Dam

Waterfront Home w/ Access to Lake Anasagunticook! is a holiday home in Upper Dam, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for…

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About Waterfront Home w/ Access to Lake Anasagunticook!

Waterfront Home w/ Access to Lake Anasagunticook! is a holiday home in Upper Dam, 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 $1,113.

From$159/night
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Cozy farmhouse (east side), 2 bedrooms, in the heart of nature's playground - Upper Dam, ME

Cozy farmhouse (east side), 2 bedrooms, in the heart of nature's playground

Holiday Home, Upper Dam

Cozy farmhouse (east side), 2 bedrooms, in the heart of nature's playground is a holiday home in Upper Dam, with pet-friendly space, kitchen access, and room for a group. This stay gives…

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About Cozy farmhouse (east side), 2 bedrooms, in the heart of nature's playground

Cozy farmhouse (east side), 2 bedrooms, in the heart of nature's playground is a holiday home in Upper Dam, 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,229.

From$176/night
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English Woods Enchantment - Upper Dam, ME

English Woods Enchantment

Holiday Home, Upper Dam

English Woods Enchantment is a holiday home in Upper Dam, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About English Woods Enchantment

English Woods Enchantment is a holiday home in Upper Dam, 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 $1,921.

From$191/night
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Well equipped 3-bedroom chalet in Andover Maine including  AC, WiFi. - Upper Dam, ME

Well equipped 3-bedroom chalet in Andover Maine including AC, WiFi.

Chalet, Upper Dam

Well equipped 3-bedroom chalet in Andover Maine including AC, WiFi. is a chalet in Upper Dam, with pet-friendly space, parking, and room for a group. This stay gives travelers a comfortable…

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About Well equipped 3-bedroom chalet in Andover Maine including AC, WiFi.

Well equipped 3-bedroom chalet in Andover Maine including AC, WiFi. is a chalet in Upper Dam, with pet-friendly space, 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, pet friendly, pets friendly, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $954.

From$136/night
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Vacation rentals with a kitchen in Upper Dam, ME

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

Adventures Await in Andover - Upper Dam, ME

Adventures Await in Andover

Holiday Home, Upper Dam

Adventures Await in Andover is a holiday home in Upper Dam, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Adventures Await in Andover

Adventures Await in Andover is a holiday home in Upper Dam, 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, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $952.

From$136/night
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Charming Worthley Pond Year Round Lake House - Upper Dam, ME

Charming Worthley Pond Year Round Lake House

Holiday Home, Upper Dam

Charming Worthley Pond Year Round Lake House is a holiday home in Upper Dam, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Charming Worthley Pond Year Round Lake House

Charming Worthley Pond Year Round Lake House is a holiday home in Upper Dam, 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,788.

From$255/night
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10 Mi to Skiing: Historic Farmhouse in Maine! - Upper Dam, ME

10 Mi to Skiing: Historic Farmhouse in Maine!

Holiday Home, Upper Dam

10 Mi to Skiing: Historic Farmhouse in Maine! is a holiday home in Upper Dam, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About 10 Mi to Skiing: Historic Farmhouse in Maine!

10 Mi to Skiing: Historic Farmhouse in Maine! is a holiday home in Upper Dam, 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 $2,483.

From$355/night
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Sunday River Area 1860s Eclectic Farmhouse 8 Person Hot Tub - Upper Dam, ME

Sunday River Area 1860s Eclectic Farmhouse 8 Person Hot Tub

Holiday Home, Upper Dam

Sunday River Area 1860s Eclectic Farmhouse 8 Person Hot Tub is a holiday home in Upper Dam, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for…

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About Sunday River Area 1860s Eclectic Farmhouse 8 Person Hot Tub

Sunday River Area 1860s Eclectic Farmhouse 8 Person Hot Tub is a holiday home in Upper Dam, 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 $2,553.

From$365/night
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Family-friendly vacation rentals in Upper Dam, ME

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

Waterfront Home w/ Access to Lake Anasagunticook! - Upper Dam, ME

Waterfront Home w/ Access to Lake Anasagunticook!

Cottage, Upper Dam

Waterfront Home w/ Access to Lake Anasagunticook! is a cottage in Upper Dam, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About Waterfront Home w/ Access to Lake Anasagunticook!

Waterfront Home w/ Access to Lake Anasagunticook! is a cottage in Upper Dam, 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 $1,185.

From$126/night
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Pine Brook Cabin | 4 Bed, 2.5 Bath - Upper Dam, ME

Pine Brook Cabin | 4 Bed, 2.5 Bath

Holiday Home, Upper Dam

Pine Brook Cabin · 4 Bed, 2.5 Bath is a holiday home in Upper Dam, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Pine Brook Cabin | 4 Bed, 2.5 Bath

Pine Brook Cabin · 4 Bed, 2.5 Bath is a holiday home in Upper Dam, 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, kids friendly, kids friendly videos or books, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,529.

From$218/night
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10 Mi to Skiing: Historic Farmhouse in Maine! - Upper Dam, ME

10 Mi to Skiing: Historic Farmhouse in Maine!

Cottage, Upper Dam

10 Mi to Skiing: Historic Farmhouse in Maine! is a cottage in Upper Dam, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About 10 Mi to Skiing: Historic Farmhouse in Maine!

10 Mi to Skiing: Historic Farmhouse in Maine! is a cottage in Upper Dam, 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,882.

From$334/night
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Family-friendly, Luxury Log Cabin Nestled in the Woods - 10 Mins to Sunday River - Upper Dam, ME

Family-friendly, Luxury Log Cabin Nestled in the Woods - 10 Mins to Sunday River

Cabin, Upper Dam

Family-friendly, Luxury Log Cabin Nestled in the Woods - 10 Mins to Sunday River is a cabin in Upper Dam, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About Family-friendly, Luxury Log Cabin Nestled in the Woods - 10 Mins to Sunday River

Family-friendly, Luxury Log Cabin Nestled in the Woods - 10 Mins to Sunday River is a cabin in Upper Dam, 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 $2,382.

From$340/night
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