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Check prices for these dates

In two weeks
5 Sept - 7 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov
In four months
12 Dec - 14 Dec

Browse Select Waldoboro Cottages

Pine Grove Cottages
Exterior

Pine Grove Cottages

2.5 star property
9.8 out of 10, Exceptional, (88)
"Wonderful quiet place, The Host was a great person."
The price is £194
includes taxes & fees
25 Aug - 26 Aug
Pine Grove Cottages
Peaceful.... Lakefront Cottage... Kayakers Paradise....
Exterior

Peaceful.... Lakefront Cottage... Kayakers Paradise....

10.0 out of 10, Exceptional, (56)
"Beautiful, peaceful location. Great fishing. Comfortable, immaculate cabin."
Peaceful.... Lakefront Cottage... Kayakers Paradise....
Boothbay Harbor Cottage Overlooking Mill Cove
Marina

Boothbay Harbor Cottage Overlooking Mill Cove

9.8 out of 10, Exceptional, (22)
"Clean, close to downtown."
Boothbay Harbor Cottage Overlooking Mill Cove
Premier Cottage, #3, w/NEW ADDITION! Now Sleeps 8, Pets Free
Beach

Premier Cottage, #3, w/NEW ADDITION! Now Sleeps 8, Pets Free

10.0 out of 10, Exceptional, (48)
"Loved it on every level. Cottage was super clean and loved the style and the size. There is a pond and a field out back with fireplaces and areas to sit and hang out. Perfect for the morning walk with the dog. The cottages are fairly close to each other but each had their own very private deck so I didn’t mind at all. Communication from the hosts was also perfect whilst leaving you enough privacy. Would come back for sure. "
Premier Cottage, #3, w/NEW ADDITION! Now Sleeps 8, Pets Free
Peaceful, Oceanfront Retreat, Sleeps 8, Semi-Private Sandy Swim Area
Property grounds

Peaceful, Oceanfront Retreat, Sleeps 8, Semi-Private Sandy Swim Area

10.0 out of 10, Exceptional, (47)
"Beautiful property & so clean & well appointed, great location! Had everything we wanted for a wonderful vacation week!"
Peaceful, Oceanfront Retreat, Sleeps 8, Semi-Private Sandy Swim Area
Beautiful newly decorated and centrally located home minutes from Camden Harbor.
Dining

Beautiful newly decorated and centrally located home minutes from Camden Harbor.

The price is £545
includes taxes & fees
2 Sept - 3 Sept
Beautiful newly decorated and centrally located home minutes from Camden Harbor.
Morning sun, coffee in hand, a good book and so much more...
Property grounds

Morning sun, coffee in hand, a good book and so much more...

9.8 out of 10, Exceptional, (82)
"Really enjoyed being on the lake and so close to town."
Morning sun, coffee in hand, a good book and so much more...
Modern woodland privacy with ocean, trails, and lobster all in walking distance.
Outdoor dining

Modern woodland privacy with ocean, trails, and lobster all in walking distance.

10.0 out of 10, Exceptional, (48)
"My friend and I felt very relaxed at this house. The beds were comfortable and the kitchen was stocked with most every cooking equipment needed. The host answered any question I had very quickly and supplied information about the surrounding area. It was a great place to unwind!"
Modern woodland privacy with ocean, trails, and lobster all in walking distance.
Gorgeous Waterfront Home on Westport Island with 2 Sunrooms
TV

Gorgeous Waterfront Home on Westport Island with 2 Sunrooms

9.4 out of 10, Exceptional, (51)
"This home is so wonderful to stay in. My sister and I find this to be the perfect place to meet each other and relax with our family. Beautiful space. "
Gorgeous Waterfront Home on Westport Island with 2 Sunrooms
Superb Location! 5min walk to town & EV charger port
Beach

Superb Location! 5min walk to town & EV charger port

9.6 out of 10, Exceptional, (54)
"We had a wonderful time. This place is close enough to town to walk. The hostess was very nice and helpful. We would stay here again in a heartbeat! "
Superb Location! 5min walk to town & EV charger port
Happy Cottage Near Everything 11
Outdoor dining

Happy Cottage Near Everything 11

5.0 out of 10, (2)
"Very comfortable, clean small cottage. We slept great in the bed that was provided and it had a futon in the living area . We recommend that only 2 people stay there. They had a toaster oven , a full refrigerator and a coffee maker. It is very close to Route 1, Boothbay Harbor and Damariscotta. "
Happy Cottage Near Everything 11
Dog-friendly, bayfront home - gorgeous ocean views, private balcony & fireplace
TV, fireplace, DVD player, books

Dog-friendly, bayfront home - gorgeous ocean views, private balcony & fireplace

9.2 out of 10, Wonderful, (68)
"Wonderful views."
Dog-friendly, bayfront home - gorgeous ocean views, private balcony & fireplace
Lakefront Cozy Cottage
Terrace/patio

Lakefront Cozy Cottage

9.8 out of 10, Exceptional, (69)
"A perfect retreat for two people with lovely outdoor seating area. "
Lakefront Cozy Cottage
Pine Grove Cottages : Cottage 6 - Studio Cottage - Pet Friendly
Exterior

Pine Grove Cottages : Cottage 6 - Studio Cottage - Pet Friendly

10.0 out of 10, Exceptional, (7)
"Great location to explore the mid coast. Clean cottage and great for pets. Very well equipped cottage. "
The price is £197
includes taxes & fees
25 Aug - 26 Aug
Pine Grove Cottages : Cottage 6 - Studio Cottage - Pet Friendly
‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore
Terrace/patio

‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore

9.6 out of 10, Exceptional, (44)
"Tenants Harbor 🎉"
‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore
NEW Updated 2 bedroom cottage 3 blocks from downtown Camden, Maine.
Property grounds

NEW Updated 2 bedroom cottage 3 blocks from downtown Camden, Maine.

10.0 out of 10, Exceptional, (70)
"quiet and peaceful...just what we needed!"
NEW Updated 2 bedroom cottage 3 blocks from downtown Camden, Maine.
Newly renovated 2-bedroom cottage conveniently located with all the amenities!
Fridge, microwave, oven, stovetop

Newly renovated 2-bedroom cottage conveniently located with all the amenities!

2.0 star property
10.0 out of 10, Exceptional, (9)
"It is conveniently located. Very clean. Nice big yard."
Newly renovated 2-bedroom cottage conveniently located with all the amenities!
Updated lake cottage right on Damariscotta Lake.
Property grounds

Updated lake cottage right on Damariscotta Lake.

10.0 out of 10, Exceptional, (144)
"Best location on lake. House was warm and recently updated. Fun time "
Updated lake cottage right on Damariscotta Lake.
Quiet Ocean Front Cottage With Stunning Views & Private Beach Close To Rockland
Exterior detail

Quiet Ocean Front Cottage With Stunning Views & Private Beach Close To Rockland

9.6 out of 10, Exceptional, (85)
"My husband and I just retired and enjoyed this place immensely! Especially the fireplace and the quiet space."
Quiet Ocean Front Cottage With Stunning Views & Private Beach Close To Rockland
Spacious 1 Bedroom Close to Everything 4
Marina

Spacious 1 Bedroom Close to Everything 4

9.8 out of 10, Exceptional, (19)
"This was a lovely little cabin. Everything was as described and my husband and I really enjoyed our stay."
Spacious 1 Bedroom Close to Everything 4
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Waldoboro Hotel Reviews

Trade Winds on the Bay

Trade Winds on the Bay

10/10 Excellent
"The hotel clerk was excellent and very helpful. He was very attentive to our needs and a pleasure to talk to. Very good location close to downtown and marina's. We attended the Lobsterfeast which was right next to the hotel."
John 4-night trip
Posted 18 hours ago
Trade Winds on the Bay