Pines Cottage

5.0

Outstanding(46 Reviews)

in Falmouth

Simonson Lakeside 4 Bedrooms

8 guests · 4 bedrooms · 3 baths

Kitchen / Kitchenette · Internet / Wifi · Parking

Are you ready to indulge in a relaxing getaway? Our House in Windham has everything you need for a rejuvenating stay. Treat yourself to Simonson Lakeside 4 Bedrooms's exceptional amenities, such as Dishwasher, Fireplace and Internet / Wifi.

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5.0

Outstanding(41 Reviews)

Cabin

in Raymond

Authentic ME 4 BR log cabin on flat land, sandy beach, Little Sebago waterfront

12 guests · 4 bedrooms · 2 baths

Garden · Kitchen / Kitchenette · Internet / Wifi

Looking to create some memories in Windham? Look no further than our Cabin, Authentic ME 4 BR log cabin on flat land, sandy beach, Little Sebago waterfront. Enjoy top-rated amenities including Dishwasher, Fireplace and Internet / Wifi, and more.

$$$$

in Standish

Loons Nest Cottage

Pets allowed · Kitchen / Kitchenette · Air conditioner

Looking for the perfect place to call home during your trip to Windham? This House offers a comfort and style with top-notch amenities, including Air conditioner, Internet / Wifi and Laundry, and more.

$$$$

5.0

Outstanding(14 Reviews)

Lakefront House

10 guests · 4 bedrooms · 2 baths

Garden · Pets allowed · Kitchen / Kitchenette

This inviting House in Windham can fit your needs for many types of vacations, at $563 per night.

$$$$

5.0

Outstanding(59 Reviews)

Sunny Waterfront Family Friendly Little Sebago Home

16 guests · 5 bedrooms · 4 baths

Pets allowed · Kitchen / Kitchenette · Internet / Wifi

House in Windham, for $826 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

$$$$

in Standish

Bayview Cottages & Retreats

Kitchen / Kitchenette · Air conditioner · Internet / Wifi

Looking to create some memories in Windham? Look no further than our House, Bayview Cottages & Retreats. Enjoy top-rated amenities including Air conditioner, Internet / Wifi and Laundry, and more.

$$$$

4.9

Outstanding(56 Reviews)

SEBAGO LAKE HOME WITH WALK OUT SANDY BEACH

12 guests · 4 bedrooms · 3 baths

Garden · Pool · Kitchen / Kitchenette

House in Windham, for $1,000 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

$$$$

4.8

Outstanding(52 Reviews)

Cozy Year-round House right outside Portland Maine on Highland Lake.

7 guests · 3 bedrooms · 2 baths

Garden · Pool · Kitchen / Kitchenette

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Windham, at $219 per night for your next great vacation.

$$$$

5.0

Outstanding(1 Review)

Sheldrake Cove Retreat

Garden · Kitchen / Kitchenette · Air conditioner

This attractive House in Windham, $86 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$

5.0

Outstanding(47 Reviews)

Steps from the beach on Sebago Lake Basin

6 guests · 2 bedrooms · 2 baths

Kitchen / Kitchenette · Air conditioner · Internet / Wifi

This House for $332 in Windham, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$

4.5

Excellent(64 Reviews)

Highland Lakefront Cabin

6 guests · 2 bedrooms · 1 bath

Garden · Kitchen / Kitchenette · Air conditioner

Looking for a memorable stay in Windham? Our Cottage might just be what you're looking for. Enjoy amenities including Air conditioner, Internet / Wifi and Balcony / Patio, and more during your stay.

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Highland Playhouse

Garden · Pets allowed · Kitchen / Kitchenette

Business stays, family stays, couples stay, getaway vacation, and rental in Windham at Highland Playhouse for $81 for your next trip.

$$$$

5.0

Outstanding(31 Reviews)

Private Lakefront Home-Hot Tub-Great for Families-Large Yard-Quiet-Shallow Entry

12 guests · 5 bedrooms · 4 baths

Garden · Pool · Kitchen / Kitchenette

Looking for a memorable stay in Windham? Our House might just be what you're looking for. Enjoy amenities including Air conditioner, Dishwasher and Fireplace, and more during your stay.

$$$$

4.8

Outstanding(28 Reviews)

Cabin

Cozy Lakefront Cabin Portland - Windham Area

8 guests · 3 bedrooms · 3 baths

Kitchen / Kitchenette · Air conditioner · Internet / Wifi

Cabin in Windham, for $459 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

$$$$

4.5

Excellent(1 Review)

Overlook at Highland Lake

Kitchen / Kitchenette · Air conditioner · Internet / Wifi

This House for $81 in Windham, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$

4.8

Outstanding(26 Reviews)

Beautiful Lakefront Family Compound With Dock And Moorings: Stunning Sunsets!

14 guests · 5 bedrooms · 3 baths

Garden · Kitchen / Kitchenette · Air conditioner

House in Windham, for $591 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

$$$$

4.5

Excellent(34 Reviews)

in Widham

Lakefront Cottage . Located 20 minutes from Portland

6 guests · 2 bedrooms · 1 bath

Pool · Pets allowed · Kitchen / Kitchenette

Are you ready to indulge in a relaxing getaway? Our Cottage in Windham has everything you need for a rejuvenating stay. Treat yourself to Lakefront Cottage . Located 20 minutes from Portland's exceptional amenities, such as Air conditioner, Fireplace and Internet / Wifi.

$$$$

Beachfront

in Standish

JORDAN BAY GETAWAY LIMIT 8 home

Pool · Kitchen / Kitchenette · Internet / Wifi

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Windham, at $107 per night for your next great vacation.

$$$$

4.8

Outstanding(25 Reviews)

Classic Maine waterfront cottage on pristine Highland Lake Windham/Falmouth

6 guests · 3 bedrooms · 2 baths

Garden · Pool · Kitchen / Kitchenette

Looking for a Cottage in Windham, this Cottage for $457 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

$$$$

4.8

Outstanding(22 Reviews)

SALE 7/5-12 8/23-30 \n DISCOUNTS OFFERED BEACH SUNSETS\nEmail for Details

12 guests · 5 bedrooms · 3 baths

Kitchen / Kitchenette · Air conditioner · Internet / Wifi

When traveling to Windham, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $950 per night.

$$$$

Villa

STILLWATER LODGE LIMIT 10 home

Kitchen / Kitchenette · Air conditioner · Internet / Wifi

Experience the best of Windham with this Villa available for $95. This property is equipped with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$

4.9

Outstanding(21 Reviews)

100' of Little Sebago Lake frontage: Enjoy the simple life & endless family fun!

8 guests · 2 bedrooms · 2 baths

Garden · Pool · Pets allowed

Discover the beauty of Windham with a stay at 100' of Little Sebago Lake frontage: Enjoy the simple life & endless family fun!, a top rated House with amenities such as Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$

5.0

Outstanding(20 Reviews)

in Falmouth

Beautiful little camp (seasonal cottage) on Highland Lake in Falmouth, Maine.

6 guests · 2 bedrooms · 1 bath

Garden · Kitchen / Kitchenette · Air conditioner

Experience vacation in Windham with our Cottage, Beautiful little camp (seasonal cottage) on Highland Lake in Falmouth, Maine.. Enjoy amenities such as Air conditioner, Fireplace and Internet / Wifi, and more.

$$$$

4.5

Excellent(5 Reviews)

Bed and Breakfast

in Gray

And.N Bed & Breakfast

Garden · Pets allowed · Air conditioner

Bed and Breakfast in Windham, for $76 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

$$$$

4.5

Excellent(21 Reviews)

Lake Front Cottage with Private Sandy Beach & Beautiful Sunsets

8 guests · 4 bedrooms · 1 bath

Pets allowed · Kitchen / Kitchenette · Air conditioner

Cottage in Windham, for $261 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

$$$$

5.0

Outstanding(18 Reviews)

2300 SF, 3 Bdrm, 3.5 Bath Vacation Home Steps from Highland Lake

8 guests · 3 bedrooms · 4 baths

Garden · Kitchen / Kitchenette · Air conditioner

Looking to create some memories in Windham? Look no further than our House, 2300 SF, 3 Bdrm, 3.5 Bath Vacation Home Steps from Highland Lake. Enjoy top-rated amenities including Air conditioner, Dishwasher and Fireplace, and more.

$$$$

New to VacationRenter

Sebago Pine Lodge +Bonus Yurt!

Kitchen / Kitchenette · Internet / Wifi · Parking

The best choice in Windham for House, for $91 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$

4.6

Outstanding(22 Reviews)

in Gray

Peaceful Lakefront 3 bedroom Cottage On Quiet Forest Lake

8 guests · 3 bedrooms · 1 bath

Garden · Pets allowed · Kitchen / Kitchenette

Business stays, family stays, couples stay, getaway vacation, and rental in Windham at Peaceful Lakefront 3 bedroom Cottage On Quiet Forest Lake for $358 for your next trip.

$$$$

Beach nearby, sun loungers, beach towels

5.0

Outstanding(17 Reviews)

Farm Stay

Family & dog friendly historic 4BR farmhouse near Sebago Lake w/ boat launch!

8 guests · 4 bedrooms · 2 baths

Garden · Pool · Kitchen / Kitchenette

Discover the beauty of Windham with a stay at Family & dog friendly historic 4BR farmhouse near Sebago Lake w/ boat launch!, a top rated Farm Stay with amenities such as Air conditioner, Dishwasher and Fireplace, and more.

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