House holiday rentals in Winthrop
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Top-rated house rentals in Winthrop
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Winthrop
House rentals with a pool
Home in Bridgton
4.89 out of 5 average rating, 152 reviewsMoose Pond Mountain Escape
22–29 Aug
Home in Damariscotta
4.86 out of 5 average rating, 7 reviewsLakefront newly remodeled: close to everything
4–11 Apr
Home in Mechanic Falls
5.0 out of 5 average rating, 4 reviewsLovely Home with Pool, Hot Tub & Dog Friendly
12–19 Jan
Home in Liberty
4.82 out of 5 average rating, 38 reviewsLuxe Liberty: Getaway with Heated Indoor Pool!
23 Feb – 2 Mar
Home in Portland
4.94 out of 5 average rating, 70 reviews"Good Vibes" 4 Wonderful Seasons @ Portland Home!
13–20 Nov
Home in Newport
4.94 out of 5 average rating, 47 reviewsMaine Lakehouse Retreat with pool
15–22 Feb
Home in Wilton
4.96 out of 5 average rating, 25 reviewsMountain View Experience w/ private hot tub & pool
26 Sep – 3 Oct
Home in Standish
4.95 out of 5 average rating, 40 reviews6BR+ Retreat on 3 Acres Near Lake w/AC +Pets OK
15–22 Apr
Weekly house rentals
Home in Pittston
4.99 out of 5 average rating, 128 reviewsRiverside
13–20 May
Home in Freeport
4.99 out of 5 average rating, 163 reviews"The Cozy Cottage in the heart of Freeport Village
22–29 Jan
Home in Farmington
4.98 out of 5 average rating, 174 reviewsOld Ramsdell Farm
26 May – 2 Jun
Home in Auburn
4.99 out of 5 average rating, 123 reviewsCozy getaway near Bates & the best spots in Maine
14–21 Dec
Home in Strong
5.0 out of 5 average rating, 108 reviewsRenovated 3B 2B home in quiet Maine town of Strong
17–24 Apr
Home in Hanover
4.99 out of 5 average rating, 243 reviewsCozy home with Maine themed charm
19–26 Aug
Home in Brunswick
4.93 out of 5 average rating, 212 reviewsA cozy, cute and comfortable house.
14–21 Nov
Home in Oxford
5.0 out of 5 average rating, 180 reviewsThe Modern Lakehouse
11–18 Nov
Private house rentals
Home in Auburn
4.96 out of 5 average rating, 183 reviewsHerb's In Town Hideaway
25 Mar – 1 Apr
Home in Bath
4.89 out of 5 average rating, 280 reviewsGorgeous Spring Studio Getaway on the Kennebec
31 Aug – 7 Sep
Home in Waterford
4.83 out of 5 average rating, 217 reviewsMcWain pond house (private lake & hot tub)
8–15 Jan
Home in Unity
4.91 out of 5 average rating, 106 reviewsUnity Farmhouse ~ 4 br Victorian home 420 friendly
7–12 Oct
Home in Wiscasset
4.99 out of 5 average rating, 104 reviewsVictorian Charm in Wiscasset, Maine: Acorn Cottage
9–16 Sep
Home in Liberty
4.94 out of 5 average rating, 152 reviewsThe Pearl of Lake Saint George
8–15 Feb
Home in Leeds
4.84 out of 5 average rating, 43 reviewsWillowsAwake Winery Stay
11–18 Jun
Home in Hallowell
4.95 out of 5 average rating, 43 reviewsHallowell Hilltop Home & Hot Tub
23–30 Apr
Quick stats about house rentals in Winthrop
Total rentals
20 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
590 reviews
Nightly prices starting at
$82 SGD before taxes and fees
Destinations to explore
- Portland Holiday rentals
- Bar Harbor Holiday rentals
- Old Orchard Beach Holiday rentals
- Lake Winnipesaukee Holiday rentals
- Ogunquit Holiday rentals
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