Holiday rentals in Waldoboro
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Top-rated holiday rentals in Waldoboro
Guests agree: these stays are highly rated for location, cleanliness and more.
Guest suite in Thomaston
4.86 out of 5 average rating, 109 reviewsPrivate Top Floor Waterfront Apartment
Welcome to Gabriel's Anchor! 10 min walk to Main St, 10 min drive to Rockland, 2 min walk to public overlook, across the street from the lively Slipway Restaurant, on the waterfront. Gabriel's Anchor is great for couples, families, and solo adventurers looking to stay in the heart of the wonderful coastal Thomaston, Maine. 2 bdrm/1bath. 1 king bed & 1 double. kitchenette has a stovetop, fridge (no freezer, but feel free to use ours if needed), cooking utensils, dishes, coffee maker & coffee.
12–19 Dec
Flat in Edgecomb
4.91 out of 5 average rating, 296 reviewsSunny Apt in Woods 10 Min to 3 Towns- Dog Friendly
Bright, cozy apartment, surrounded by deep woods, completely separate from our home, w/ its own entrance, yet we are available if you need us. Located between Boothbay, Damariscotta, & Wiscasset, 1 mile from Route 1 and 27, on 13 acres, abutting 100s of acres of preserve land - provides the best of both worlds - peaceful woods, but less than 15 minutes from restaurants, shops & activities, plus, dedicated WiFi /2 Smart TVs. While dogs are welcome we can’t host feline guests due to allergies.
21–28 Oct
Flat in Nobleboro
4.89 out of 5 average rating, 137 reviewsFinding Joy
This lovely apartment is above our garage. You can come and go as you please. We have created a place for peace and solitude. Sit on the deck or look out the dining room window and see the woods and wait for the birds and wildlife that may be wonder through the yard. There is coffee and tea available, along with basic breakfast supplies, if you wish. Keyless entry allows for you to come anytime after check-in. Please note, you have to be comfortable with stairs to access the apartment.
5–12 May
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Other great holiday rentals in Waldoboro
Cabin in Edgecomb
4.87 out of 5 average rating, 855 reviewsThe Highland Cottage on Sheepscot
18–25 Mar
Cabin in Freedom
4.9 out of 5 average rating, 288 reviewsCozy Lakefront Cabin in Freedom, ME
4–11 Dec
Cabin in Camden
4.83 out of 5 average rating, 702 reviewsCozy Village Cottage
23–30 Dec
Flat in Searsmont
4.97 out of 5 average rating, 108 reviewsSearsmont Studio
13–20 Apr
Cottage in Edgecomb
4.9 out of 5 average rating, 104 reviewsSpectacular Water View Cottage
7–14 Nov
Guest suite in Union
4.83 out of 5 average rating, 134 reviewsFarmhouse Suite w/ Private Entrance—Midcoast
25 Nov – 2 Dec
Guest house in Orland
4.99 out of 5 average rating, 102 reviewsCozy cottage in Orland Village-Penobscot Bay area
12–19 Feb
Home in Waldoboro
4.98 out of 5 average rating, 61 reviews1830s Cape hosted by George & Paul
8–15 Dec
Flat in Waldoboro
4.97 out of 5 average rating, 86 reviewsStudio Apartment with Kitchen
22–29 Aug
Home in Waldoboro
5.0 out of 5 average rating, 47 reviewsSmall But Mighty (Elegant) Rural Retreat
23–30 Jun
Cabin in Waldoboro
4.95 out of 5 average rating, 19 reviewsCountry View Cottage
13–20 Dec
Cabin in Union
5.0 out of 5 average rating, 23 reviewsThe Modern Beaver Cottage -Escape from it All
4–11 Nov
Quick stats about holiday rentals in Waldoboro
Total rentals | 70 properties |
---|---|
Rentals with dedicated workspaces | 30 properties have a dedicated workspace |
Pet-friendly rentals | 40 properties allow pets |
Family-friendly rentals | 40 properties are a good fit for families |
Total number of reviews | 2.6K reviews |
Nightly prices starting at | $67 SGD before taxes and fees |
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