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.

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Guest favourite

Home in Stockton Springs

4.91 out of 5 average rating, 77 reviews

Oceanfront Home Acadia-Camden -Belfast

TimRating, 5 stars6 months ago

We had a wonderfully relaxing week at the cottage right on the water! It was cozy and comfortable with all the amenities one needs. Our hosts were very responsive, provided a compilation of restaurants and "things to see and do" in the area - a very useful guide. We had fun exploring our surrounding areas and ate some incredible food! A fun-filled, yet relaxing time away - perfect!! We would highly recommend a stay with Cynthia and Dana! Thank you - - -

Guest favourite

Home in Liberty

4.98 out of 5 average rating, 47 reviews

Peaceful Lakeside Getaway with Hot Tub!

KathrynRating, 5 stars2 months ago

We stayed for a short weekend trip and the house was absolutely amazing! Everything was clean and organized. The hosts even left flowers, chocolate, and a gift card for ice cream. The house book made it simple to know how everything in the house works. The view from the hot tub was spectacular. The only downside was the restaurant that was recommended in the book (Must Be Nice) was closed even though their website said open. Hoping to get to try it the next time we stay here. I would recommend this house to anyone looking for a peaceful getaway.

Top guest favourite

Guest house in Islesboro

4.96 out of 5 average rating, 24 reviews

Milk House

AmyRating, 5 stars2 months ago

What a cute little bungalow. A one room wonder. Milk House was easy to get to and had a couple walks to ocean views. Right on the main road but very quiet. We were prepared for the limited kitchen & were able to make 3 fabulous dinners. Get ready to unwind & unplug.

Top guest favourite

Cottage in Belfast

4.99 out of 5 average rating, 123 reviews

Spectacular Cottage on Penobscot bay in Belfast

JulieRating, 5 stars1 week ago

This little cottage by the ocean was absolutely beautiful! During low tide we enjoyed many walks by the water! such a quiet peaceful little area. Ann was quick to respond and so caring during our stay! while we were in Belfast my vehicle broke down, and we were able to stay an extra night while we waited for the garage to fix my car. Ann was understanding of the situation! We visited the area in the off season and the weather was gorgeous

Superhost

Flat in East End

4.83 out of 5 average rating, 140 reviews

Fall in LOVE With PORTLAND, MAINE

OliviaRating, 5 stars1 month ago

Stayed for a weekend with 5 people - the space was perfect us! With 3 beds and 2 baths we didn’t feel on top of each other inside. We opted for free street parking which was never an issue. There’s a handful of coffee shops, restaurants and bars with 5-10 min walk. Old Port is about 20 min walk but very easy and safe. We loved being around the block from the ocean and east prom!!

Guest favourite

Home in Boothbay

4.98 out of 5 average rating, 52 reviews

Postcard views, ocean front and idyllic cove

CharlesRating, 5 stars1 week ago

Quiet and serene. We visited with 3 kids and our dog. We spend spring break here and being early in the season most stores and restaurants were jot yet open. We managed amd had good quality family time. Loved the area which had ample Preserves to go on one or two walks each day. The house was clean and had ample supplies from towesl to kitchenware. Highly recommend this spot. Thank you!

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Popular amenities for Waldoboro holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Waldoboro's top sights

Moody's Diner37 locals recommend

Morse's Sauerkraut30 locals recommend

Beth's Farm Market25 locals recommend

Odd Alewives Farm Brewery22 locals recommend

Damariscotta Lake State Park13 locals recommend

Sterlingtown Public House11 locals recommend

Other great holiday rentals in Waldoboro

Guest favourite

Cabin in Strong

4.91 out of 5 average rating, 140 reviews

Lakefront Stunning Home, only 35 min to Sugarloaf!

ChangchiRating, 5 stars1 month ago

Absolutely beautiful views. Peaceful location. House is very well equipped with board games and basic amenities!

Top guest favourite

Cottage in Belgrade

5 out of 5 average rating, 103 reviews

Lakefront Home, Sandy Beach, Belgrade Lakes Maine

SarahRating, 5 stars5 months ago

This property was awesome we were all very happy with the location, amenities, price and host. Hillary was polite and very helpful. This trip almost didn’t happen as our previous reservation was canceled 12 hours before check in from a different host. Luckily Hillary saved the week with her quick response time and answering questions about sleeping situations etc. would stay here again in a heart beat highly recommend!

Top guest favourite

Home in Belgrade

5 out of 5 average rating, 33 reviews

Great Pond Lake House With Western Views

ChristopherRating, 5 stars2 months ago

Awesome stay. Owner was very friendly. House was set up great and was very clean, organized and stocked well with essentials. She even left us some fresh goodies from a local bakery. We will be back for another stay in the future.

Guest favourite

Home in Sidney

4.86 out of 5 average rating, 29 reviews

"Sweet Sunsets"4 b/r Lake Home great ice fishing

KevinRating, 5 stars2 months ago

We loved our stay here this is truly a lovely home with plenty of space and a one of a kind view

Top guest favourite

Flat in Orr's Island

4.92 out of 5 average rating, 120 reviews

Shore House, Posey Unit - Ocean Front Property

JessicaRating, 5 stars6 months ago

We had such a nice stay at this lovely house. The house had everything we needed with a fantastic view. Plenty of things to see and do nearby.

Guest favourite

Flat in Owls Head

4.93 out of 5 average rating, 90 reviews

Oceanview Escape near Maine Beaches

ShirleyRating, 5 stars6 months ago

What a cozy, beautifully furnished and decorated space. A lot of thought went into making guests feel they’re staying somewhere very special. We certainly did. The second floor apartment with its spacious deck had a view of the ocean and some spectacular sunrises. This was our first visit to Maine and we wanted somewhere central on the coast, like Owl’s Head. It was a good base to explore from. And there was lots to do close by. We were especially pleased to discover the Bernard Langlais art preserve only a few miles away. Rockland is ten minutes away and has a lot of great places to eat.

Top guest favourite

Home in Bath

5 out of 5 average rating, 101 reviews

Waterfront Farmhouse with Modern Flair!

Tony & KellyRating, 5 stars2 months ago

The home was very welcoming and accommodating for our family of 5. The views were spectacular at sunrise, sunset and during the snowstorm. Bald Eagles and hawks would land in the trees right in front of the house. Also, there was a skating pond down the street my family love to visit almost each evening. There was an alarm going off as soon as we arrived, Debbi was incredibly fast responding and sending someone to check it out clear it up. On the plus someone came and plowed the driveway after the snowstorm it was great. She left a basket of local food and my family ate it up. We are so thankful for our relaxing week and would love to return.

Guest favourite