Windham Holiday Rentals, Maine: Private House Rentals

A white church with a steeple and red accents, surrounded by autumn trees.

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Our top choices for Windham hotels

A bright room with large windows, two armchairs, a small table, and a chandelier.

A multi-story hotel with a covered entrance and a parking area.

A hotel room with a bed, a sofa, a kitchenette, and a window with curtains.

A dining area with a round table and six chairs, each with a wooden frame and cushioned seats. There are two black floating shelves above the table, each holding a small potted plant. The wall behind the table features a large, curved sign with the word "Dormir" and a decorative light fixture above it.

1. Dormir

Windham

Kara

5.937.996 ₫

6.472.416 ₫ total

includes taxes & fees

7 Sept - 8 Sept

An indoor swimming pool with clear glass walls, lounge chairs, and potted plants.

A hotel room with a large bed, a desk, a chair, a fireplace, and a television.

A covered outdoor patio with a pool, green metal chairs, and a wooden pergola.

A spacious lobby with a stone fireplace, red and blue upholstered seating, and a patterned carpet.

2. Fireside Inn & Suites Portland

Nasons Corner

Robert

3.128.760 ₫

3.461.660 ₫ total

includes taxes & fees

3 Sept - 4 Sept

A brick building with a sign reading "WAYPOINT" and outdoor seating with tables, chairs, and a fire pit.

A spacious lobby with multiple seating areas, a fireplace, and large windows.

A hotel room with two beds, a stone-patterned wall, and a nightstand with a lamp.

A swimming pool with clear blue water, surrounded by lounge chairs and a brick wall.

3. Embassy Suites by Hilton Portland Maine

Portland

Kelly

5.067.027 ₫

5.606.159 ₫ total

includes taxes & fees

7 Sept - 8 Sept

A modern hotel lobby with a central seating area, a reception desk, and a kitchen in the background.

A modern hotel with a blue facade and a stone accent wall.

A modern hotel room with a large bed, a desk with a computer, a chair, a window with curtains, and a wall-mounted lamp.

A spacious lobby with a reception desk, seating area, and large windows offering a view of the outdoors.

4. Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

South Portland

Heidi

3.027.075 ₫

3.299.512 ₫ total

includes taxes & fees

8 Sept - 9 Sept

A modern food court with a central counter, refrigerated display, and seating area.

A modern hotel reception area with a curved desk, a digital display, and a view of the outside.

A modern kiosk with a variety of snacks and beverages, a sign for a 24/7 market, and a breakfast area with a view of the cityscape.

A pool table, bar area, and large windows in a modern indoor space.

5. Tru by Hilton Portland Airport Area

South Portland

Elliot

3.185.599 ₫

3.472.303 ₫ total

includes taxes & fees

7 Sept - 8 Sept

A spacious living area with two blue armchairs, a small white table, and a large window with blinds.

A hotel lobby with a flat-screen TV mounted on the wall, leather armchairs, a small table with a lamp, and a staircase leading to another area.

A hotel room with two beds, a desk, a TV, and a large window with curtains.

An outdoor seating area with metal chairs and a round table, surrounded by greenery and a brick building in the background.

6. Comfort Inn South Portland Airport

South Portland

Reneen

3.127.978 ₫

3.409.496 ₫ total

includes taxes & fees

7 Sept - 8 Sept

A modern kitchen with a central island, bar stools, a flat-screen TV, and wine bottles on shelves.

A dining area with a long table, a glass jar with fruit slices, and several granola bars on a plate.

A large indoor swimming pool with clear water, surrounded by a tiled floor and walls.

7. Hilton Garden Inn Portland Airport

Portland

Leah

4.605.013 ₫

5.094.986 ₫ total

includes taxes & fees

9 Sept - 10 Sept

A spacious lobby with a sofa, chairs, a coffee table, and a TV.

A hotel dining area with multiple wooden tables and chairs, a patterned carpet, and wall-mounted artwork depicting coastal scenes.

A bar area with wooden bar stools, a television, and a liquor display. There are red chairs and a small table with a glass top.

A lobby with a reception desk, a clock, a plant, and a round table.

8. Clarion Hotel Portland Airport ME

Portland

Barbara

2.241.691 ₫

2.480.207 ₫ total

includes taxes & fees

10 Sept - 11 Sept

A modern outdoor seating area with a circular fire pit, surrounded by black wicker chairs and a covered patio.

A modern hotel lobby with sofas, tables, and a large window.

A reception area with a 'HELLO South Portland' sign, a reception desk, a snack bar with refrigerated drinks, and a wall with a map.

A modern hotel lobby with a dining area, seating arrangements, and a reception desk.

9. TownePlace Suites by Marriott Portland Airport ME

South Portland

Michael

4.432.410 ₫

4.831.327 ₫ total

includes taxes & fees

10 Sept - 11 Sept

A hotel room with a bed, bedside table, TV, and a kitchenette in the background.

A Holiday Inn Express & Suites building with a prominent entrance and a flag.

A swimming pool with lounge chairs and a sunset view.

A hotel entrance with a central archway, multiple windows, and illuminated pillars.

10. Holiday Inn Express Hotel & Suites South Portland by IHG

South Portland

stephanie

4.275.972 ₫

4.660.810 ₫ total

includes taxes & fees

7 Sept - 8 Sept

A modern hotel lobby with a reception desk, a coffee station, and a tiled wall.

A hotel lobby with a sofa, chairs, a TV, and a breakfast sign.

A modern living room with a fireplace, comfortable seating, and a flat-screen TV.

11. La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

Portland

Corey

3.442.940 ₫

3.809.270 ₫ total

includes taxes & fees

7 Sept - 8 Sept

A Courtyard by Marriott hotel with a modern design, featuring a brick facade, multiple windows, and a covered entrance area.

An outdoor patio area with tables and chairs, a large umbrella, and a brick fireplace.

A modern indoor swimming pool with clear water, a diving board, and a sunlit area with lounge chairs.

A modern bar area with a counter, stools, and a menu display.

12. Courtyard by Marriott Portland Airport

South Portland

Ian

4.188.627 ₫

4.565.604 ₫ total

includes taxes & fees

7 Sept - 8 Sept

A spacious lobby with a reception desk, seating areas, and a 'Welcome to the Lobster State' sign.

A reception desk with a wooden design and a welcome sign for the Lobster State.

A spacious dining area with a long table, multiple chairs, and a sofa.

A modern hotel with a prominent sign, a landscaped entrance, and a parking area.

13. Hampton Inn & Suites Portland West

Nasons Corner

Aldona

4.190.453 ₫

4.636.317 ₫ total

includes taxes & fees

7 Sept - 8 Sept

A modern hotel lobby with a seating area, tables, and a reception desk.

A hotel room with a desk, a sofa, a dining table, and a bed.

An indoor swimming pool with clear pool rules, a lifeguard chair, and a seating area with chairs and tables.

A modern hotel reception area with a digital check-in station, a minibar, and a self-service beverage machine.

14. Home2 Suites by Hilton Portland Airport

South Portland

Anissa

3.580.866 ₫

3.903.143 ₫ total

includes taxes & fees

13 Sept - 14 Sept

A coffee shop interior with a counter, shelves with coffee products, and seating area.

A lobby with a reception desk, a sofa, two armchairs, a coffee table, and a potted plant.

A hotel room with two beds, a desk, a chair, a lamp, and a painting on the wall.

A hotel room with two beds, a desk with a chair, a television, and a window with a view of trees.

15. Ramada Plaza by Wyndham Portland

Nasons Corner

Carrie

2.858.904 ₫

3.162.915 ₫ total

includes taxes & fees

8 Sept - 9 Sept

A hotel room with two beds, a desk, and a large window with curtains.

A conference room with a long table and multiple chairs, a flat-screen TV mounted on the wall, and a poster with images of waffles, chocolate, and apples.

A hotel room with a kitchenette, a flat-screen TV, a striped carpet, and a view of the hallway.

A hotel room with a striped carpet, a sofa with patterned cushions, a desk, and a chair.

16. Quality Inn & Suites South Portland

Sunset Park

Dimitri

1.972.422 ₫

2.149.940 ₫ total

includes taxes & fees

8 Sept - 9 Sept

A modern kitchen with wooden cabinets, a built-in dishwasher, a double sink, and a black induction cooktop.

A modern kitchen with a wooden countertop, a sink, and a bar stool. There are two beds with white linens and a window with blinds.

A multi-story hotel with a modern design, featuring a prominent entrance and a parking lot in front.

17. LivAway Suites Portland-Scarborough

Scarborough

James

3.027.075 ₫

3.299.511 ₫ total

includes taxes & fees

7 Sept - 8 Sept

An indoor swimming pool with a glass ceiling and blue lounge chairs around it.

A bar area with multiple screens displaying sports events, a selection of alcoholic beverages, and a pretzel with a drink on the counter.

A spacious restaurant with multiple dining areas, a bar, and a television screen displaying a tennis match.

A spacious lobby with leather booths, a reception desk, and a dining area with tables and chairs.

18. DoubleTree by Hilton Hotel Portland

South Portland

Rosa

3.613.196 ₫

3.938.383 ₫ total

includes taxes & fees

6 Sept - 7 Sept

A gym with treadmills, elliptical machines, and exercise balls, large windows, and a modern ceiling design.

A modern room with a round glass table, four grey chairs, a large window with a view, a framed picture on the wall, and a potted plant.

A reception area with a wooden ceiling, a reception desk, and a glass door entrance.

A modern hotel room with a large bed, a desk, and a view of the outdoors.

19. HomeAwhile

Scarborough

Nalumon

4.280.404 ₫

4.665.763 ₫ total

includes taxes & fees

6 Sept - 7 Sept

A swimming pool with a stone wall and a window.

A cozy log cabin interior with a bed, a reading chair, and a fireplace.

An outdoor seating area with tables and chairs, a large windowed building, and a tree.

An indoor swimming pool with a stone wall, potted plants, and a blue floor.

20. Best Western Merry Manor Inn

Highland

Teresa

4.099.719 ₫

4.468.694 ₫ total

includes taxes & fees

8 Sept - 9 Sept

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Stay near popular Windham attractions

beach near Boathouse Beach Lane

Why not spend a lazy afternoon at beach near Boathouse Beach Lane during your trip to Windham? Stroll along this family-friendly area's lakeside or simply enjoy its restaurants.

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Learn more about Windham

Outdoor enthusiasts flock to Dundee Park's sandy beach for swimming and picnicking on Pleasant River's shores. Windham's historic district reveals 19th-century charm, while nearby Sebago Lake State Park offers prime fishing and boating.

See all hotels in Windham

Top Windham Hotel Reviews

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

10/10 Excellent

"Staff was very friendly and courteous."

Comfort Inn South Portland Airport

10/10 Excellent

"Great staff, clean rooms! Had a wonderful time!"

Portland Harbor Hotel

8/10 Good

"Nice hotel. Room was comfortable. $35 dollar a day amenity charge that was unexpected-use in restaurant. $45 dollar a day valet parking in attached garage. Elevator slow and needs cleaning. Good location to seafront restaurants."

Grand Beach Inn

8/10 Good

"If you've stayed in OOB before you know that most of the hotels are kinda dumpy and small. No hate, that's just how it is there unless you spend big money. I was happy with our stay at the Grand Beach Inn. The suite was a good size and had full size kitchen appliances. The price was extremely fair. The pool was nicely maintained and the live music at the restaurant on site was a nice bonus. There was a fair amount of sand on the floor of our room when we arrived but the staff was very apologetic and it was taken care of."

Best Western Merry Manor Inn

10/10 Excellent

"Great pool!"

Waves Oceanfront Resort

10/10 Excellent

"Had a great time!"

Clarion Pointe South Portland

8/10 Good

"My only complaint is the shower curtains don’t shut all the way so water gets everywhere."

Cambria Hotel Portland Downtown-Old Port

10/10 Excellent

"Nice and clean hotel with friendly staff. We went the last week of August and didn’t have a problem finding street parking at all. Valet is $40 if you don’t want to bother with looking for parking."

Spark by Hilton Portland Airport Maine Mall

8/10 Good

"The hotel was great for a short stay. Easy check in and out. Comfortable."

More cheap stays in Windham

Clarion Pointe South Portland

675 Main Street I-95 South Portland ME

1.759.928 ₫

1.918.322 ₫ total

17 Sept - 18 Sept

includes taxes & fees

7.2/10 Good! (767 reviews)

Quality Inn & Suites South Portland

738 Main Street South Portland ME

1.972.422 ₫

2.149.940 ₫ total

8 Sept - 9 Sept

includes taxes & fees

Clarion Hotel Portland Airport ME

1230 Congress St Portland ME

2.241.691 ₫

2.480.207 ₫ total

10 Sept - 11 Sept

includes taxes & fees

Spark by Hilton Portland Airport Maine Mall

461 Maine Mall Rd South Portland ME

2.651.103 ₫

2.889.703 ₫ total

20 Sept - 21 Sept

includes taxes & fees

7.8/10 Good! (1,748 reviews)

Comfort Inn South Portland Airport

90 Maine Mall Rd South Portland ME

3.127.978 ₫

3.409.496 ₫ total

7 Sept - 8 Sept

includes taxes & fees

8.6/10 Excellent! (2,366 reviews)

Best Western Merry Manor Inn

700 Main St South Portland ME

4.099.719 ₫

4.468.694 ₫ total

8 Sept - 9 Sept

includes taxes & fees

Hotels in Windham with star rating

Frequently asked questions

What's the weather like in Windham?

The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Windham are January, March, February and December, with each month seeing an average of 19 cm of snowfall.

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Book Hotels in Windham on Expedia.com

Find hotels in Windham, ME from 1.918.322 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Windham

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Windham hotels

1. Dormir

2. Fireside Inn & Suites Portland

3. Embassy Suites by Hilton Portland Maine

4. Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

5. Tru by Hilton Portland Airport Area

6. Comfort Inn South Portland Airport

7. Hilton Garden Inn Portland Airport

8. Clarion Hotel Portland Airport ME

9. TownePlace Suites by Marriott Portland Airport ME

10. Holiday Inn Express Hotel & Suites South Portland by IHG

11. La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

12. Courtyard by Marriott Portland Airport

13. Hampton Inn & Suites Portland West

14. Home2 Suites by Hilton Portland Airport

15. Ramada Plaza by Wyndham Portland

16. Quality Inn & Suites South Portland

17. LivAway Suites Portland-Scarborough

18. DoubleTree by Hilton Hotel Portland

19. HomeAwhile

20. Best Western Merry Manor Inn

Stay near popular Windham attractions

beach near Boathouse Beach Lane

Learn more about Windham

Top Windham Hotel Reviews

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Comfort Inn South Portland Airport

Portland Harbor Hotel

Grand Beach Inn

Best Western Merry Manor Inn

Waves Oceanfront Resort

Clarion Pointe South Portland

Cambria Hotel Portland Downtown-Old Port

Spark by Hilton Portland Airport Maine Mall

More cheap stays in Windham

Clarion Pointe South Portland

Quality Inn & Suites South Portland

Clarion Hotel Portland Airport ME

Spark by Hilton Portland Airport Maine Mall

Comfort Inn South Portland Airport

Best Western Merry Manor Inn

Hotels in Windham with star rating

Frequently asked questions

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