Vacation rentals in Windham, ME

Best vacation rentals and Airbnb offers in Windham, ME

Cozy & Quiet Home in Portland Maine. One Bedroom, Private Bathroom “No Kitchen”

Holiday Home, Windham

Cozy & Quiet Home in Portland Maine. One Bedroom, Private Bathroom “No Kitchen” is a holiday home in Windham, with easy beach access, parking, and kitchen access. This stay gives travelers…

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About Cozy & Quiet Home in Portland Maine. One Bedroom, Private Bathroom “No Kitchen”

Cozy & Quiet Home in Portland Maine. One Bedroom, Private Bathroom “No Kitchen” is a holiday home in Windham, 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, beachfront, beach front, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,089.

From$156/night

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RESTAWHILE LIMIT 6

Holiday Home, Windham

RESTAWHILE LIMIT 6 is a holiday home in Windham, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family…

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About RESTAWHILE LIMIT 6

RESTAWHILE LIMIT 6 is a holiday home in Windham, 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, non smoking::room, and non smoking rooms.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,817.

From$170/night

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Restawhile Limit 6 2 Bedroom Cabin by RedAwning

Cabin, Windham

Restawhile Limit 6 2 Bedroom Cabin by RedAwning is a cabin in Windham, with room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Restawhile Limit 6 2 Bedroom Cabin by RedAwning

Restawhile Limit 6 2 Bedroom Cabin by RedAwning is a cabin in Windham, 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 wifi, bbq facilities, and internet.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,031.

From$176/night

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SMALL CABIN NEAR SEBAGO LAKE. SATURDAY TO SATURDAY RENTAL.

Cabin, Windham

SMALL CABIN NEAR SEBAGO LAKE. SATURDAY TO SATURDAY RENTAL. is a cabin in Windham, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About SMALL CABIN NEAR SEBAGO LAKE. SATURDAY TO SATURDAY RENTAL.

SMALL CABIN NEAR SEBAGO LAKE. SATURDAY TO SATURDAY RENTAL. is a cabin in Windham, 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: hot tub, pet friendly, pets friendly, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,306.

From$187/night

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Vacation rentals with a pool in Windham, ME

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

2 Mi to Marina & Beach: Frye Island Retreat!

Cabin, Windham

2 Mi to Marina & Beach: Frye Island Retreat! is a cabin in Windham, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for exploring…

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About 2 Mi to Marina & Beach: Frye Island Retreat!

2 Mi to Marina & Beach: Frye Island Retreat! is a cabin in Windham, with pet-friendly space, 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, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,952.

From$422/night

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Serene Frye Island cottage with spectacular mountain and sunset views!

Holiday Home, Windham

Serene Frye Island cottage with spectacular mountain and sunset views! is a holiday home in Windham, with pool access and kitchen access. This stay gives travelers a comfortable base for…

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About Serene Frye Island cottage with spectacular mountain and sunset views!

Serene Frye Island cottage with spectacular mountain and sunset views! is a holiday home in Windham, 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: pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,682.

From$526/night

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Coastal, 3 bedroom, 2 bath home with pool!

Holiday Home, Windham

Coastal, 3 bedroom, 2 bath home with pool! is a holiday home in Windham, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Coastal, 3 bedroom, 2 bath home with pool!

Coastal, 3 bedroom, 2 bath home with pool! is a holiday home in Windham, 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 $5,965.

From$852/night

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Turtle Cove Sebago Lake Private Waterfront & Pool

Holiday Home, Windham

Turtle Cove Sebago Lake Private Waterfront & Pool is a holiday home in Windham, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for…

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About Turtle Cove Sebago Lake Private Waterfront & Pool

Turtle Cove Sebago Lake Private Waterfront & Pool is a holiday home in Windham, with pet-friendly space, 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: pool, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $13,183.

From$1,883/night

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Vacation rentals with parking in Windham, ME

Find vacation rentals that make arriving by car easier.

Waterfront Gray Home w/ Furnished Deck & Fire Pit!

Holiday Home, Windham

Waterfront Gray Home w/ Furnished Deck & Fire Pit! is a holiday home in Windham, with easy beach access, outdoor space, and parking. This stay gives travelers a comfortable base for…

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About Waterfront Gray Home w/ Furnished Deck & Fire Pit!

Waterfront Gray Home w/ Furnished Deck & Fire Pit! is a holiday home in Windham, with easy beach access, outdoor 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 cancellation, free wifi, parking, paid parking, and non smoking::room.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,289.

From$236/night

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All New Quiet Country Stay A While Bungalow on 200 Acres with Wireless Internet.

Holiday Home, Windham

All New Quiet Country Stay A While Bungalow on 200 Acres with Wireless Internet. is a holiday home in Windham, with parking, kitchen access, and a quieter setting. This stay gives travelers…

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About All New Quiet Country Stay A While Bungalow on 200 Acres with Wireless Internet.

All New Quiet Country Stay A While Bungalow on 200 Acres with Wireless Internet. is a holiday home in Windham, 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,743.

From$249/night

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Waterfront 3BR Home on Little Sebago Lake

Holiday Home, Windham

Waterfront 3BR Home on Little Sebago Lake is a holiday home in Windham, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Waterfront 3BR Home on Little Sebago Lake

Waterfront 3BR Home on Little Sebago Lake is a holiday home in Windham, 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 $2,456.

From$351/night

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Inn at St John Portland In-Town

B & B, Windham

Inn at St John Portland In-Town is a b & b in Windham, 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 Inn at St John Portland In-Town

Inn at St John Portland In-Town is a b & b in Windham, 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 breakfast, free wifi, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,327.

From$305/night

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Pet-friendly vacation rentals in Windham, ME

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

Back Cove - Large Sunny 2 Bedroom Condo

Apartment, Windham

Back Cove - Large Sunny 2 Bedroom Condo is a apartment in Windham, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Back Cove - Large Sunny 2 Bedroom Condo

Back Cove - Large Sunny 2 Bedroom Condo is a apartment in Windham, 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 $2,067.

From$295/night

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Back Cove - Sunny 2nd Floor Condo

Condo, Windham

Back Cove - Sunny 2nd Floor Condo is a condo in Windham, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Back Cove - Sunny 2nd Floor Condo

Back Cove - Sunny 2nd Floor Condo is a condo in Windham, 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 $2,154.

From$308/night

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NEW 1 BDR-Heart of Munjoy Hill

Apartment, Windham

NEW 1 BDR-Heart of Munjoy Hill is a apartment in Windham, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About NEW 1 BDR-Heart of Munjoy Hill

NEW 1 BDR-Heart of Munjoy Hill is a apartment in Windham, 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 $2,472.

From$353/night

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Cozy 3BR | Pet Friendly | Near Portland | Parking

Apartment, Windham

Cozy 3BR · Pet Friendly · Near Portland · Parking is a apartment in Windham, with pet-friendly space, parking, and room for a group. This stay gives travelers a comfortable base for…

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About Cozy 3BR | Pet Friendly | Near Portland | Parking

Cozy 3BR · Pet Friendly · Near Portland · Parking is a apartment in Windham, 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: hot tub, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,487.

From$355/night

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Vacation rentals with a kitchen in Windham, ME

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

Spacious and private 2nd floor 2bed apartment in Yarmouth Village.

Holiday Home, Windham

Spacious and private 2nd floor 2bed apartment in Yarmouth Village. is a holiday home in Windham, with parking and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Spacious and private 2nd floor 2bed apartment in Yarmouth Village.

Spacious and private 2nd floor 2bed apartment in Yarmouth Village. is a holiday home in Windham, 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 wifi, kitchen, with kitchen, parking, and free parking.

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

From$287/night

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Lake view home with water access

Holiday Home, Windham

Lake view home with water access is a holiday home in Windham, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Lake view home with water access

Lake view home with water access is a holiday home in Windham, 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 $2,044.

From$292/night

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BEACHFRONT ON LITTLE SEBAGO LAKE

Cabin, Windham

BEACHFRONT ON LITTLE SEBAGO LAKE is a cabin in Windham, with easy beach access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About BEACHFRONT ON LITTLE SEBAGO LAKE

BEACHFRONT ON LITTLE SEBAGO LAKE is a cabin in Windham, with 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 wifi, kitchen, with kitchen, beachfront, and beach front.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,370.

From$339/night

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Convenient, Modern Thompson s Point 3-Bed Flat

Apartment, Windham

Convenient, Modern Thompson s Point 3-Bed Flat is a apartment in Windham, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Convenient, Modern Thompson s Point 3-Bed Flat

Convenient, Modern Thompson s Point 3-Bed Flat is a apartment in Windham, 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: hot tub, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,439.

From$348/night

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Family-friendly vacation rentals in Windham, ME

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

Waterfront Gray Home w/ Furnished Deck & Fire Pit!

Cottage, Windham

Waterfront Gray Home w/ Furnished Deck & Fire Pit! is a cottage in Windham, with easy beach access, outdoor space, and parking. This stay gives travelers a comfortable base for exploring…

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About Waterfront Gray Home w/ Furnished Deck & Fire Pit!

Waterfront Gray Home w/ Furnished Deck & Fire Pit! is a cottage in Windham, with easy beach access, outdoor 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 cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,376.

From$273/night

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Loon Call Cottage: 1 min. Walk to Little Sebago Lake Front + Hot Tub & Canoe

Cottage, Windham

Loon Call Cottage: 1 min. Walk to Little Sebago Lake Front + Hot Tub & Canoe is a cottage in Windham, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Loon Call Cottage: 1 min. Walk to Little Sebago Lake Front + Hot Tub & Canoe

Loon Call Cottage: 1 min. Walk to Little Sebago Lake Front + Hot Tub & Canoe is a cottage in Windham, 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, hot tub, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,007.

From$287/night

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Cozy Family Home w/ Beach Access

Holiday Home, Windham

Cozy Family Home w/ Beach Access is a holiday home in Windham, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Cozy Family Home w/ Beach Access

Cozy Family Home w/ Beach Access is a holiday home in Windham, 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 $2,113.

From$302/night

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2 Mi to Marina & Beach: Frye Island Retreat!

Cottage, Windham

2 Mi to Marina & Beach: Frye Island Retreat! is a cottage in Windham, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for exploring…

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About 2 Mi to Marina & Beach: Frye Island Retreat!

2 Mi to Marina & Beach: Frye Island Retreat! is a cottage in Windham, with pet-friendly space, 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, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,214.

From$395/night

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