Holiday Houses in Windham

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111 Holiday homes

Responds fast! avg. 42 minutes

from £240 / night

£1,675 / week

Responds fast! avg. 42 minutes

from £243 / night

£1,701 / week

Quiet Lake Serenity Just 10 Miles from Portland

Windham house

3 bedrooms / 2 bathrooms / sleeps 8

from £247 / night

£1,729 / week

Responds fast! avg. 1 hour 23 minutes

from £237 / night

£1,656 / week

Relaxing Maine Likeside Cottage Vacation

Windham cottage

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 7 minutes

from £227 / night

£1,358 / week

K2 Lake Paradise

Windham cottage

2 bedrooms / 1 bathroom / sleeps 6

from £228 / night

£1,593 / week

NEW! Waterfront Sebago Lake Cottage w/Dock + Beach

Windham cottage

3 bedrooms / 1 bathroom / sleeps 9

Responds fast! avg. 59 minutes

from £205 / night

£1,433 / week

Tentrr - Tranquil Hide Away

Windham tented camp

1 bedroom / 1 bathroom / sleeps 4

from £79 / night

£733 / week

Lake View Lodge

Windham condo

3 bedrooms / 2 bathrooms / sleeps 8

from £391 / night

£2,737 / week

Lake View Lodge Unit #2 Can be rented w/ Unit # 1

Windham condo

1 bedroom / 1 bathroom / sleeps 2

from £220 / night

£1,540 / week

Lakefront home w/ private dock, kayaks, canoe & incredible views!

Windham house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 19 minutes

from £161 / night

£1,121 / week

Great rentals within 20 miles that match your search

2

Responds fast! avg. 3 hours 55 minutes

from £90 / night

£628 / week

Wonderfully Appointed Beach House

Sebago house

3 bedrooms / 2 bathrooms / sleeps 8

from £272 / night

£1,901 / week

Charming Point Sebago Resort Home - Booking for 2018!

South Casco house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 48 minutes

from £233 / night

£1,630 / week

WILLARD BEACH: Stunning newly RENOVATED HOUSE! 4 Mins to DT Portland.

Portland house

4 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 3 hours 40 minutes

from £856 / night

£4,051 - £6,314 / week

Charming 4-bedroom on Beautiful Sebago Lake; Sept, Oct reduced rates

Sebago cottage

4 bedrooms / 2 bathrooms / sleeps 8

11

Responds fast! avg. 16 minutes

from £186 / night

£1,268 - £1,720 / week

Raymond Retreat Brand New Luxury Lake House on Panther Pond

Raymond house

4 bedrooms / 4 bathrooms / sleeps 14

1

Responds fast! avg. 9 minutes

from £630 / night

£6,306 / week

NEW! Beachfront Sebago Cottage w/ Deck + Grill!

Sebago cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 5 minutes

from £105 / night

£729 / week

Naples Home w/Deck, Lake Views & Private Beach!

Naples house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 5 minutes

from £172 / night

£1,205 / week

Oceanfront Cottage in Freeport

Freeport house

4 bedrooms / 2 bathrooms / sleeps 8

1

from £382 / night

£2,671 / week

Comfort | Location | Charm

Portland house

1 bedroom / 1 bathroom / sleeps 2

1

from £161 / night

£1,122 / week

Old Port Style & Luxury

Portland apartment

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 52 minutes

from £183 / night

£1,281 - £8,201 / week

Fox Crossing - Riverside, walk to restaurants, breweries

Westbrook house

5 bedrooms / 4 bathrooms / sleeps 20

from £860 / night

£6,021 / week

Tentrr – Hill Top Camp

Danville tented camp

1 bedroom / 1 bathroom / sleeps 4

from £78 / night

£729 / week

Cozy Apartment at Pride's Corner on 1rst floor!

Westbrook apartment

1 bedroom / 1 bathroom / sleeps 4

from £72 / night

£363 - £679 / week

The Tranquil Beauty

Cape Elizabeth house

3 bedrooms / 2 bathrooms / sleeps 7

from £453 / night

£2,694 - £3,328 / week

3

Responds fast! avg. 45 minutes

from £114 / night

£725 - £915 / week

NEW! Sebago Lake Cottage w/ Patio + Beach Access!

Sebago cottage

2 bedrooms / 1 bathroom / sleeps 7

1

Responds fast! avg. 59 minutes

from £127 / night

£888 / week

101 Lower Flying Point Road - Freeport

Freeport house

7 bedrooms / 5 bathrooms / sleeps 21

from £1,165 / night

£8,150 - £11,319 / week

Andys Retreat-Heated Pool, central AC, Jacuzi, BBQ

Falmouth house

4 bedrooms / 3 bathrooms / sleeps 6

from £408 / night

£2,852 / week

Falmouth Foreside Maine Contemporary Cottage Home - indoor lap pool, roof deck

Falmouth house

4 bedrooms / 3 bathrooms / sleeps 8

1

from £498 / night

£3,486 / week

Portland, Maine - East End Rental

Portland apartment

3 bedrooms / 2 bathrooms / sleeps 6

30

Responds fast! avg. 3 hours 25 minutes

from £263 / night

£1,404 - £2,428 / week

Stunning Views from this Spacious Oceanfront Home

Freeport house

4 bedrooms / 3 bathrooms / sleeps 8

from £249 / night

£1,630 / week

Downtown Old Port Loft

Portland condo

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 52 minutes

from £102 / night

£710 - £4,411 / week

WILLARD BEACH with OCEAN VIEWS ~ 100 yds to beach!

South Portland house

3 bedrooms / 2 bathrooms / sleeps 9

3

Responds fast! avg. 3 hours 40 minutes

from £539 / night

£2,694 - £4,414 / week

Tentrr - Riverside Lavender Farm

Limington tented camp

1 bedroom / 1 bathroom / sleeps 4

from £103 / night

£951 / week

Tentrr - The Knoll at Red Tractor Farm

Limington tented camp

1 bedroom / 1 bathroom / sleeps 4

from £125 / night

£875 / week

Tentrr - Your Own Private Meadow

Pownal tented camp

1 bedroom / 1 bathroom / sleeps 4

from £67 / night

£628 / week

Mac Camp

Naples house

2 bedrooms / 1 bathroom / sleeps 8

from £181 / night

£1,268 / week

True St Freeport

Freeport apartment

2 bedrooms / 2 bathrooms / sleeps 5

from £147 / night

£1,027 / week

Viewing 40 of 111
rentals in Windham

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