Waldoboro Vacation Rentals from AED 330: Search Short-Term Rentals

Q: What are some of the best vacation home rentals that Waldoboro has to offer?

Oceanview Bungalow Style Home in Owls Head : This vacation home rental outside Waldoboro is located by the ocean and has a balcony, a terrace, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

A calm lake with a buoy in the center, surrounded by a dense forest and a misty shoreline.

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Our top choices for Waldoboro vacation rentals

1. Applecroft Cabin No. 3 - Modern off-grid cabin deep in the woods.

Waldoboro

AED 605 total

includes taxes & fees

16 Nov - 17 Nov

2. Trade Winds on the Bay

Rockland

Garrett

AED 414 total

includes taxes & fees

15 Nov - 16 Nov

A picnic table by a calm lake with trees in the background.

3. “Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

Nobleboro

Jean D.

AED 1,410 total

includes taxes & fees

14 Nov - 15 Nov

A corner of a room with a patterned rug, a white cabinet with books, and a box of Scrabble on top.

4. Peaceful Intown Studio ~ Walk to Shops & Dining

Newcastle

Brian

AED 629 total

includes taxes & fees

14 Nov - 15 Nov

A compact kitchen with a wooden table, a built-in shelf, a clock, and a TV mounted on the wall.

5. Simplicity-Just what you need! STR24-20

Rockland

jennifer

AED 496 total

includes taxes & fees

14 Nov - 15 Nov

A house with a white exterior, a front door, and a garage.

6. 2 Bedroom Close to Town Home

Thomaston

Nita S.

AED 873 total

includes taxes & fees

16 Nov - 17 Nov

A hallway with a wooden bench, a door at the end, and a small rug on the floor.

7. Peaceful, Centrally Located Home with Seasonal River Views

Thomaston

Pastor Heidi G.

AED 913 total

includes taxes & fees

1 Dec - 2 Dec

A modern kitchen with black cabinets, stainless steel appliances, and wooden countertops. There are shelves with dishes and a coffee bar area.

8. Fire Pit & Grill, Movie Room, Workspace, A/C, Pets

Thomaston

Stephen H.

AED 1,287 total

includes taxes & fees

15 Nov - 16 Nov

A residential property with a well-maintained lawn, stone pathway, and white house with multiple windows.

9. In-town, coastal + relaxing in Rockland

Rockland

Rob J.

A wooden deck with two Adirondack chairs and a small table.

10. Bright 2-Bedroom Apartment Near Downtown Thomaston

Thomaston

Alexis H.

AED 813 total

includes taxes & fees

1 Dec - 2 Dec

A room with a large window offering a view of a snowy landscape and a body of water.

11. Comfortable, Close to Town Home, with Oceanview.

Owls Head

Ted H.

AED 1,173 total

includes taxes & fees

18 Nov - 19 Nov

Two Adirondack chairs facing a body of water with a bridge in the background.

12. Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River

Edgecomb

Ann M.

AED 1,145 total

includes taxes & fees

9 Dec - 10 Dec

A two-story house with a front porch, a chimney, and a garage.

13. Cozy cottage -Close to Downtown Camden!

Camden

Anthony L.

AED 1,855 total

includes taxes & fees

14 Nov - 15 Nov

A small, single-story building with a front door, a window, and a small porch area.

14. Jenoalli Cozy one bedroom ap

Rockland

AED 989 total

includes taxes & fees

19 Nov - 20 Nov

A living room with a sofa, a coffee table, a TV, a fireplace, and a window with curtains.

15. Fully Updated Airy Historic Home in West Rockport

Rockport

AED 2,018 total

includes taxes & fees

14 Nov - 15 Nov

A kitchen with wooden ceiling, a bar area with two chairs, a red appliance, and a view of the outdoors.

16. Spacious 1 Bedroom Close to Everything 4

Edgecomb

Christine M.

AED 837 total

includes taxes & fees

15 Nov - 16 Nov

A single-story wooden house with a porch, a mailbox, and a small garden area with various plants and a rock.

17. A Spacious Vacation Cottage in Sheepscot Harbour

Edgecomb

Julie D.

AED 1,049 total

includes taxes & fees

15 Nov - 16 Nov

18. Spacious 1 Bedroom Cottage Close to Everything 3

Edgecomb

Bruce O.

AED 957 total

includes taxes & fees

15 Nov - 16 Nov

A wooden cabin interior with a loft bed, a desk, and a television.

19. Cheerful Cottage with Loft 9

Edgecomb

Caitlin R.

AED 821 total

includes taxes & fees

15 Nov - 16 Nov

An aerial view of a marina with numerous boats docked and a small island with houses and greenery.

20. Harbor/🦞 Pound Access & Views from Large Deck

Owls Head

Jeanette Q.

AED 1,438 total

includes taxes & fees

22 Nov - 23 Nov

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Find vacation rentals that suit your style

Top Waldoboro Hotel Reviews

A stone fireplace with a clock above it, surrounded by shelves and a bench.

The Country Inn at Camden Rockport

Rockport

10/10 Excellent

Margaret

A white house with a porch and a green planter with red flowers.

Clary Lake Bed and Breakfast

Jefferson

10/10 Excellent

Anonymous traveler

A modern bedroom with a large bed, a desk with a laptop, a chair, and a view of the sea.

250 Main Hotel

Rockland

10/10 Excellent

Wendy

A grassy lawn with two Adirondack chairs and a blue umbrella, overlooking a river with a bridge in the distance.

Strawberry Hill Seaside Inn

Rockport

10/10 Excellent

KMR

A cozy living room with a fireplace, a Christmas tree, and rustic wooden beams.

Blueberry Fields B&B

Washington

10/10 Excellent

We stayed in 7 different B&B's on our vacation and although they were all very nice, this was the best. From the road it's hard to get a feel for the Inn. The intriguing hand carved wood screen door signals something different is ahead. Once inside the beautiful post and beam construction and lovely decor impress and confirm you made the right choice. The owners have a great story that will make you feel envious that your not a wild Maine blueberry farmer with acres of maple trees for syrup...

Anonymous traveler

Rockland Harbor Hotel

Rockland

10/10 Excellent

peter

A hotel with a large driveway, well-maintained lawn, and a sign indicating the name.

Cod Cove Inn, BW Signature Collection

Edgecomb

10/10 Excellent

Betty

A red Victorian-style house with a large front porch, two windows, and a chimney.

Berry Manor Inn

Rockland

10/10 Excellent

Bobette

A deck with a table and chairs, overlooking a body of water and a grassy area with umbrellas.

Ledges by the Bay

Rockport

10/10 Excellent

Troy

Frequently Asked Questions

Are there vacation rentals in Waldoboro?

Yes, there are vacation rentals in Waldoboro close to Morse's Sauerkraut, or you can go with a secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the gardens in Waldoboro. Make sure you have time to check out the local tours and bars during your trip.

What are some of the best vacation home rentals that Waldoboro has to offer?

Oceanview Bungalow Style Home in Owls Head: This vacation home rental outside Waldoboro is located by the ocean and has a balcony, a terrace, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals will I find in Waldoboro?

With 22 Expedia vacation rentals, you're sure to find just the right place for your Waldoboro stay.

What’s there to see and do in Waldoboro?

Pemaquid Pond and Duckpuddle Pond are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Morse's Sauerkraut. In the larger area, you’ll find Fawcett's Antique Toy and Art Museum and St. George River.

What’s a vacation rental in Waldoboro like?

Vacation rentals are privately owned properties you can stay in for a long or short time in Waldoboro. Vacation rentals offer amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for a family trip or a small group gathering.

Waldoboro Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Waldoboro vacation rentals

1. Applecroft Cabin No. 3 - Modern off-grid cabin deep in the woods.

2. Trade Winds on the Bay

3. “Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

4. Peaceful Intown Studio ~ Walk to Shops & Dining

5. Simplicity-Just what you need! STR24-20

6. 2 Bedroom Close to Town Home

7. Peaceful, Centrally Located Home with Seasonal River Views

8. Fire Pit & Grill, Movie Room, Workspace, A/C, Pets

9. In-town, coastal + relaxing in Rockland

10. Bright 2-Bedroom Apartment Near Downtown Thomaston

11. Comfortable, Close to Town Home, with Oceanview.

12. Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River

13. Cozy cottage -Close to Downtown Camden!

14. Jenoalli Cozy one bedroom ap

15. Fully Updated Airy Historic Home in West Rockport

16. Spacious 1 Bedroom Close to Everything 4

17. A Spacious Vacation Cottage in Sheepscot Harbour

18. Spacious 1 Bedroom Cottage Close to Everything 3

19. Cheerful Cottage with Loft 9

20. Harbor/🦞 Pound Access & Views from Large Deck

Find vacation rentals that suit your style

Top Waldoboro Hotel Reviews

The Country Inn at Camden Rockport

10/10 Excellent

Frequently Asked Questions

Are there vacation rentals in Waldoboro?

What are some of the best vacation home rentals that Waldoboro has to offer?

How many vacation rentals will I find in Waldoboro?

What’s there to see and do in Waldoboro?

What’s a vacation rental in Waldoboro like?