Waterfront holiday rentals in Windham
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Top-rated waterfront rentals in Windham
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for waterfront rentals in Windham
Waterfront apartment rentals
Flat in Damariscotta
4.94 out of 5 average rating, 339 reviewsCottrill House on Damariscotta River # 1
22–29 Apr
Flat in Gorham
4.97 out of 5 average rating, 145 reviewsWhite Mountains Riverfront Studio
4–11 Aug
Flat in Falmouth
4.96 out of 5 average rating, 137 reviewsFalmouth Waterfront Carriage House Apt
1–8 Oct
Flat in Brunswick
4.98 out of 5 average rating, 143 reviewsGarden view near Bowdoin College
11–18 Nov
Flat in Boothbay Harbor
4.95 out of 5 average rating, 334 reviewsDeckhouse with Footbridge Views!
16–23 Oct
Flat in Edgecomb
4.86 out of 5 average rating, 423 reviewsWaterfront Condo at the Sheepscot
19–26 Mar
Flat in Richmond
4.92 out of 5 average rating, 120 reviewsStunning Royal Richmond 2 Br Apartment Get Away!
23–30 Mar
Flat in Arundel
4.99 out of 5 average rating, 288 reviewsCape Arundel Cottage 1 mile to downtown KPT
28 Sep – 5 Oct
Waterfront house rentals
Home in Freeport
4.85 out of 5 average rating, 249 reviewsHome On Pond in Woods - Guest Suite
22–29 Oct
Home in Oxford
5.0 out of 5 average rating, 180 reviewsThe Modern Lakehouse
12–19 Nov
Home in Saco
5.0 out of 5 average rating, 124 reviewsOceanfront w/ Stunning views and Private Deck☀️🏖
15–22 Mar
Home in Freeport
4.96 out of 5 average rating, 100 reviewsSpacious costal home in Freeport, ME
5–12 Jun
Home in Northwood
4.99 out of 5 average rating, 116 reviewsPleasant Lake Paradise - Heaven w/private hot tub!
8–15 Nov
Home in Standish
4.8 out of 5 average rating, 108 reviewsLoon's Nest on Watchic Lake
14–21 Jan
Home in Bath
4.89 out of 5 average rating, 281 reviewsGorgeous Spring Studio Getaway on the Kennebec
16–23 Jul
Home in Limerick
4.94 out of 5 average rating, 101 reviewsLakefront Getaway
26 Mar – 2 Apr
Waterfront apartment rentals
Apartment in Tilton
4.8 out of 5 average rating, 198 reviewsAdventure Awaits
5–12 May
Apartment in Old Orchard Beach
4.9 out of 5 average rating, 354 reviewsLuxury Beach Front Condo! Prime Location!
6–13 Jan
Apartment in Tilton
4.88 out of 5 average rating, 323 reviewsLakefront King Studio with Private Porch
22–29 Jan
Apartment in South Portland
4.94 out of 5 average rating, 121 reviewsRustic Willard Beach condo ten mins from Old Port!
4–11 Nov
Apartment in Kittery
4.96 out of 5 average rating, 155 reviewsWaterfront Condo with Sweeping Portsmouth Views -1
30 Dec – 6 Jan
Apartment in Wolfeboro
4.97 out of 5 average rating, 110 reviewsDowntown Wolfeboro condo on Winnipesaukee w/Dock!
28 Feb – 7 Mar
Apartment in Portland
4.91 out of 5 average rating, 136 reviewsRustic Downtown Duplex with Private Deck
7–14 Aug
Apartment in Wells
4.84 out of 5 average rating, 145 reviewsNew Condo on the Wells/Ogunquit town-line
20–27 Jan
Quick stats about waterfront rentals in Windham
Total rentals
80 properties
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
60 properties are a good fit for families
Total number of reviews
2.6K reviews
Nightly prices starting at
$95 SGD before taxes and fees
Destinations to explore
- Portland Holiday rentals
- Salem Holiday rentals
- Chebacco Lake Holiday rentals
- Old Orchard Beach Holiday rentals
- Lake Winnipesaukee Holiday rentals
- Jersey City Holiday rentals
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