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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct
Modern woodland privacy with ocean, trails, and lobster all in walking distance.
Property grounds

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.
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 HK$1,791
HK$2,049 total
includes taxes & fees
20 Aug - 21 Aug
Pine Grove Cottages
A Charming Waterfront Cottage with Touches of Elegance
Terrace/patio

A Charming Waterfront Cottage with Touches of Elegance

10.0 out of 10, Exceptional, (113)
"My husband and our 1 year old daughter had a wonderful stay. The home is close to everything and has everything you may need. Would love to stay again. "
A Charming Waterfront Cottage with Touches of Elegance
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....
Charming coastal cottage with firepit and easy beach access
Exterior

Charming coastal cottage with firepit and easy beach access

10.0 out of 10, Exceptional, (4)
"Beautiful, clean cottage perfect for 2. Perfect setting. We will return!"
Charming coastal cottage with firepit and easy beach access
Waterfront Cottage in South Bristol w/ private dock and lobster boat views
Exterior

Waterfront Cottage in South Bristol w/ private dock and lobster boat views

10.0 out of 10, Exceptional, (105)
"We stayed at the property for two nights for a family getaway after the holidays. The house was in a great location, beautiful views, spotlessly clean, and very well equipped. We loved waking up to the light hitting the water and being able to explore the beautiful peninsula. Great hikes a short drive away. We would gladly stay again! "
Waterfront Cottage in South Bristol w/ private dock and lobster boat views
Boothbay Harbor Cottage Overlooking Mill Cove
Property grounds

Boothbay Harbor Cottage Overlooking Mill Cove

9.8 out of 10, Exceptional, (22)
"Clean, close to downtown."
Boothbay Harbor Cottage Overlooking Mill Cove
Beautiful 13 acre Property on Sheepscot River w/ 2 Bedroom Cottage & Air Stream
Exterior

Beautiful 13 acre Property on Sheepscot River w/ 2 Bedroom Cottage & Air Stream

10.0 out of 10, Exceptional, (68)
"The cottage was perfect for a post Christmas relaxing week of downtime."
Beautiful 13 acre Property on Sheepscot River w/ 2 Bedroom Cottage & Air Stream
Cheerful Cottage Close to Everything 12
Outdoor dining

Cheerful Cottage Close to Everything 12

9.4 out of 10, Exceptional, (12)
"Well appointed and comfortable cabin. Loved the retro fridge and microwave and sitting on the deck with a morning coffee. We awoke to a woodsy view every morning. The location was perfect for us; convenient to Wiscasset, Damariscotta and Pemaquid Point. Our host was fabulous with his timely communication and down east hospitality. If we pass through this way again, we will be sure to stay here again."
Cheerful Cottage Close to Everything 12
Cozy 1 BR Maine lakeside cottage getaway with WiFi, laundry, and full kitchen.
Property grounds

Cozy 1 BR Maine lakeside cottage getaway with WiFi, laundry, and full kitchen.

2.0 star property
10.0 out of 10, Exceptional, (14)
"Very relaxing. Beautiful property. Exactly as advertised!!"
Cozy 1 BR Maine lakeside cottage getaway with WiFi, laundry, and full kitchen.
Charming 3-bedroom waterfront cottage with AC, WiFi and spectacular sunset views
3 bedrooms, WiFi, bed sheets

Charming 3-bedroom waterfront cottage with AC, WiFi and spectacular sunset views

9.0 out of 10, Wonderful, (2)
"Cozy cottage by the lake. Great scenery and wildlife. Great communication with host. "
Charming 3-bedroom waterfront cottage with AC, WiFi and spectacular sunset views
Enjoyable 1-bedroom rustic cottage in Southport.
Terrace/patio

Enjoyable 1-bedroom rustic cottage in Southport.

10.0 out of 10, Exceptional, (10)
Enjoyable 1-bedroom rustic cottage in Southport.
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
Dog-friendly oceanfront cottage with views
Exterior

Dog-friendly oceanfront cottage with views

9.2 out of 10, Wonderful, (27)
"On the ocean. Great view. Secluded property. Clean"
Dog-friendly oceanfront cottage with views
‘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
Newly renovated 2-bedroom cottage conveniently located with all the amenities!
Exterior

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

2.0 star property
10.0 out of 10, Exceptional, (8)
"It is conveniently located. Very clean. Nice big yard."
Newly renovated 2-bedroom cottage conveniently located with all the amenities!
Spacious 1 Bedroom Close to Everything 4
Outdoor dining

Spacious 1 Bedroom Close to Everything 4

10.0 out of 10, Exceptional, (18)
"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
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, (45)
"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
Charming Cottage on the Great Pond in Boothbay Harbor, Maine
Terrace/patio

Charming Cottage on the Great Pond in Boothbay Harbor, Maine

10.0 out of 10, Exceptional, (7)
Charming Cottage on the Great Pond in Boothbay Harbor, Maine
Lakefront cottage, deep water, now booking Summer 2025
Terrace/patio

Lakefront cottage, deep water, now booking Summer 2025

10.0 out of 10, Exceptional, (26)
"We loved the stay!"
Lakefront cottage, deep water, now booking Summer 2025
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

Whitehall

Whitehall

10/10 Excellent
"Beautiful inn with character. Good breakfast with gluten-free options. Comfortable room."
Rebecca 1-night trip
Posted 14 hours ago
Whitehall

Frequently asked questions

How much do cottages in Waldoboro cost?
You'll pay between HK$1,791 and HK$1,791 per night for cottages in Waldoboro. Whatever your budget, an awesome stay is just clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Waldoboro?
You can choose from 303 cottages in Waldoboro. No matter if you're taking a trip with the kids or planning a retreat with your best buds, Expedia will help you find the right space to enjoy the surrounding nature.
Why book your cottage in Waldoboro with Expedia?
Booking a cottage in Waldoboro is as easy as working out your travel dates and choosing an ideal place for a getaway in the outdoors. From upscale retreats to affordable stays and cottages that offer conveniences like a kitchen, Expedia has something for all tastes. As for the best deals around? We've got your back!