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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

Featured Cottages in Waldoboro

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.
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 NZ$442
includes taxes & fees
20 Aug - 21 Aug
Pine Grove Cottages
A Charming Waterfront Cottage with Touches of Elegance
Dining

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
Fridge, oven, stovetop, coffee/tea maker

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, (106)
"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
Marina

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
Marina

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
Marina

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!
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, (8)
"It is conveniently located. Very clean. Nice big yard."
Newly renovated 2-bedroom cottage conveniently located with all the amenities!
Newly renovated modern guest cottage across from Spruce Point Inn Pet Friendly!
Terrace/patio

Newly renovated modern guest cottage across from Spruce Point Inn Pet Friendly!

10.0 out of 10, Exceptional, (12)
"Wonderful stay! comfortable cozy and cute, tidy cottage. Hosts are responsive and welcoming. Cottage is very well thought out and location is great. Would love to stay again!"
Newly renovated modern guest cottage across from Spruce Point Inn Pet Friendly!
Spacious 1 Bedroom Close to Everything 4
Marina

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
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

Spruce Point Inn

Spruce Point Inn

10/10 Excellent
"Beautiful view of Boothbay Harbor!"
Robert 1-night trip
Posted 1 day ago
Spruce Point Inn

Frequently asked questions

How much do cottages in Waldoboro cost?
You'll pay between NZ$442 and NZ$442 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.
What is there to do in Waldoboro near my cottage?
The best travel accessory is a well-thought-out travel plan. Fawcett's Antique Toy and Art Museum is a wonderful spot to kick off your adventures in Waldoboro.