Search Cottages in Waldoboro

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
13 Jun - 15 Jun
In two weeks
20 Jun - 22 Jun
In one month
4 Jul - 6 Jul
In two months
1 Aug - 3 Aug

Cottages in Waldoboro

Private Dock & Deck: Tranquil Dam Pond Cottage!
Fridge, microwave, stovetop, coffee/tea maker

Private Dock & Deck: Tranquil Dam Pond Cottage!

10.0 out of 10, Exceptional, (1)
"The " cottage in the woods " was absolutely what we were looking for and more. The accommodations were perfect. Homey, comfy and very clean.We relaxed every day on the dock on the lake and admired the resident lions and the peaceful scenery.It was our own little slice of heaven."
Private Dock & Deck: Tranquil Dam Pond Cottage!
"Not-A-Pine Lane COTTAGE" is a family treasure enjoyed by generations
Beach towels

"Not-A-Pine Lane COTTAGE" is a family treasure enjoyed by generations

9.6 out of 10, Exceptional, (57)
"Great location. fishing was awesome!! Tiffany was so nice and accommodating We had a nice few days! very nice getaway!"
"Not-A-Pine Lane COTTAGE" is a family treasure enjoyed by generations
Lazy Days - Sunny Dock - Great Swimming & Fishing - close to Camden
Property grounds

Lazy Days - Sunny Dock - Great Swimming & Fishing - close to Camden

10.0 out of 10, Exceptional, (75)
"Scenic, remote location that’s perfectly located close to Camden, Rockport, Rockland, and Acadia. Very comfortable and had everything I needed. Highly recommend!"
Lazy Days - Sunny Dock - Great Swimming & Fishing - close to Camden
"Uptacamp" feel, true Maine style Camp
Property grounds

"Uptacamp" feel, true Maine style Camp

10.0 out of 10, Exceptional, (31)
"We love our time here each summer. Thank you for being a great host to our family. You have a little slice of heaven on Norton Pond!"
"Uptacamp" feel, true Maine style Camp
Dog-friendly, bayfront home - gorgeous ocean views, private balcony & fireplace
Exterior

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

9.0 out of 10, Wonderful, (64)
"Wonderful views."
Dog-friendly, bayfront home - gorgeous ocean views, private balcony & fireplace
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, (64)
"We have stayed here a couple of years ago. This property is beautiful. John is fantastic. I wish we would have had more time to spend there. Thank you John for sharing your piece of serenity!!!"
Beautiful 13 acre Property on Sheepscot River w/ 2 Bedroom Cottage & Air Stream
Waterfront Paradise with Dock, Big Yard, Sundeck & Epic Bay Views | Near Town
Interior

Waterfront Paradise with Dock, Big Yard, Sundeck & Epic Bay Views | Near Town

9.6 out of 10, Exceptional, (25)
"Convenient and cozy. Lovely wooded lot with views. "
Waterfront Paradise with Dock, Big Yard, Sundeck & Epic Bay Views | Near Town
Timeless Days: Maine Coast Waterfront, Fisherman's Cottage With Deepwater Dock
Property grounds

Timeless Days: Maine Coast Waterfront, Fisherman's Cottage With Deepwater Dock

10.0 out of 10, Exceptional, (76)
"Pictures are accurate and the setting was great. Wish we didn't have to leave."
Timeless Days: Maine Coast Waterfront, Fisherman's Cottage With Deepwater Dock
Enjoyable 1-bedroom rustic cottage in Southport.
Terrace/patio

Enjoyable 1-bedroom rustic cottage in Southport.

Enjoyable 1-bedroom rustic cottage in Southport.
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, (77)
"Quiet. Beautiful view. "
Morning sun, coffee in hand, a good book and so much more...
Amazing All-Season Sprucewold Cabin w/ Private Beach Club Access
Terrace/patio

Amazing All-Season Sprucewold Cabin w/ Private Beach Club Access

9.6 out of 10, Exceptional, (66)
"Great spot"
Amazing All-Season Sprucewold Cabin w/ Private Beach Club Access
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, (41)
"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.
Cozy Cottage with spectacular salt water view / 3 Kayaks available/
Beach

Cozy Cottage with spectacular salt water view / 3 Kayaks available/

9.8 out of 10, Exceptional, (39)
"The property is exactly like the pictures but better. The view is amazing, location is quite and comfortable. Easy access the many towns & hiking locations. Would stay again."
Cozy Cottage with spectacular salt water view / 3 Kayaks available/
Updated Tiny House: Walk to Wiscasset Village
Exterior

Updated Tiny House: Walk to Wiscasset Village

8.0 out of 10, Very Good, (5)
"Great location, easy to get to lots of coastal regions. Property is clean and cozy."
Updated Tiny House: Walk to Wiscasset Village
"The Cottage " is Perfect couples retreat!
Property grounds

"The Cottage " is Perfect couples retreat!

9.6 out of 10, Exceptional, (26)
"Lovely, quiet retreat. Would definitely stay again."
"The Cottage " is Perfect couples retreat!
Unique oceanfront home with a deck, tons of natural light, & amazing views
Interior

Unique oceanfront home with a deck, tons of natural light, & amazing views

8.6 out of 10, Excellent, (53)
"Beautiful lcation, private & quiet"
Unique oceanfront home with a deck, tons of natural light, & amazing views
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, (80)
"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
Olde Post Office Cottage at Pemaquid Point
Fitness facility

Olde Post Office Cottage at Pemaquid Point

9.6 out of 10, Exceptional, (136)
"This is our second time staying here, and as before, it was delightful. Obvious that the owner puts a lot of care and thought into the place."
Olde Post Office Cottage at Pemaquid Point
Dog-friendly historic cottage with deck, grill, kitchenette, & washer/dryer
Outdoor dining

Dog-friendly historic cottage with deck, grill, kitchenette, & washer/dryer

9.8 out of 10, Exceptional, (17)
"Very convinience close to main restaurant and the place was very clean"
Dog-friendly historic cottage with deck, grill, kitchenette, & washer/dryer
Dreamy Wooded Cabin W/ Spacious Deck, Free WiFi, Secluded Location & More
Terrace/patio

Dreamy Wooded Cabin W/ Spacious Deck, Free WiFi, Secluded Location & More

9.8 out of 10, Exceptional, (18)
"Very nice all the basics covered. Close to the harbor, very quiet."
Dreamy Wooded Cabin W/ Spacious Deck, Free WiFi, Secluded Location & More
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

How much do cottages in Waldoboro cost?
You’ll pay between and 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 304 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!