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Holiday Cottages in Waldoboro

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105 Holiday homes

Remodeled waterfront home with a wrap-around deck, water views & beach access!

Waldoboro house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 hours 56 minutes

from £247 / night

£1,728 / week

Beautiful Maine Get Away

Waldoboro cottage

3 bedrooms / 1 bathroom / sleeps 8

2

from £157 / night

£1,095 / week

Lovely 'Raspberry Cottage' w/Rowboat on Back Cove!

Waldoboro cottage

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 1 hour 30 minutes

from £54 / night

£372 / week

NEW! Historic Waldoboro House - Renovated w/ Deck!

Waldoboro house

3 bedrooms / 2 bathrooms / sleeps 6

from £89 / night

£618 / week

'Blueberry Cottage' on Scenic Back River Cove

Waldoboro cottage

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 1 hour 30 minutes

from £54 / night

£372 / week

Tentrr Signature Site - Medomak River Farm

Waldoboro tented camp

1 bedroom / 1 bathroom / sleeps 8

Responds fast! avg. 2 hours 34 minutes

from £86 / night

£726 - £954 / week

Great rentals within 20 miles that match your search

Lake Front Housekeeping Cottage B

Jefferson cottage

3 bedrooms / 1 bathroom / sleeps 6

from £121 / night

£844 / week

Blue House on Bay View Street

Camden house

4 bedrooms / 2 bathrooms / sleeps 7

from £320 / night

£2,326 / week

Waterfront home on St. George River

Saint George house

1 bedroom / 1 bathroom / sleeps 2

from £147 / night

£1,028 / week

Rustic Lakeside Lodge and Four Cabins-13 bedrooms

Jefferson lodge

10 bedrooms / 9 bathrooms / sleeps 26

from £942 / night

£6,589 / week

Maine Mid-Coast Waterfront

Owls Head house

4 bedrooms / 3 bathrooms / sleeps 8

from £306 / night

£2,142 / week

Maple Street

Rockland apartment

2 bedrooms / 1 bathroom / sleeps 4

5

Responds fast! avg. 1 hour 37 minutes

from £162 / night

£1,130 / week

Terrific Rockland house available for monthly-plus rental

Rockland house

3 bedrooms / 1 bathroom / sleeps 5

from £173 / night

£1,208 / week

Charming oceanfront cottage

Cape Neddick cottage

2 bedrooms / 1 bathroom / sleeps 4

1

from £263 / night

£1,836 - £2,730 / week

Lake View Housekeeping Cottage C

Jefferson cottage

1 bedroom / 1 bathroom / sleeps 2

from £95 / night

£659 / week

Sweet Farmhouse with Ocean Views

Rockland apartment

1 bedroom / 1 bathroom / sleeps 6

from £143 / night

£924 - £1,499 / week

Maine Island Lodge

Friendship lodge

7 bedrooms / 6 bathrooms / sleeps 18

1

from £942 / night

£6,588 / week

Adjacent to Acadia National Park, Seal Harbor

Seal Harbor house

9 bedrooms / 6 bathrooms / sleeps 18

from £1,170 / night

£8,188 / week

Cozy 1 bedroom house in Rockport Village

Rockport house

1 bedroom / 1 bathroom / sleeps 3

from £118 / night

£706 / week

The Red Cottage

Tenants Harbor cottage

3 bedrooms / 1 bathroom / sleeps 8

from £113 / night

£791 / week

Ocean Waterfront - Walk to Pemaquid Light

New Harbor house

2 bedrooms / 1 bathroom / sleeps 4

from £303 / night

£2,118 / week

Midcoast Guest House on farm w/2 kayaks, close to ocean

Cushing guest house

1 bedroom / 1 bathroom / sleeps 3

1

from £118 / night

£824 / week

Lake Front Housekeeping Cottage

Jefferson cottage

2 bedrooms / 1 bathroom / sleeps 4

from £115 / night

£800 / week

Saltwater Farmhouse

Owls Head house

4 bedrooms / 2 bathrooms / sleeps 8

from £376 / night

£2,629 / week

from £118 / night

£753 / week

Private Island - Great for Reunions - Sleeps 24

Port Clyde house

11 bedrooms / 6 bathrooms / sleeps 24

3

from £2,016 / night

£14,112 - £21,148 / week

Oceanside Upscale Living at C'est LaVie -Walk to Attractions Restaurants & Ocean

Rockland apartment

3 bedrooms / 1 bathroom / sleeps 8

1

from £113 / night

£2,118 / week

Classic Maine Cottage on Beautiful Harbor with Breathtaking Ocean Views!

Tenants Harbor house

4 bedrooms / 3 bathrooms / sleeps 9

from £390 / night

£2,730 / week

The Loft Guest Cottage

New Harbor house

2 bedrooms / 1 bathroom / sleeps 4

6

from £162 / night

£1,130 / week

Waterfront Maine Home near Rockland and Owls Head

South Thomaston house

3 bedrooms / 2 bathrooms / sleeps 12

from £231 / night

£1,617 / week

Working Lighthouse on Picturesque Island in Maine

Saint George lighthouse

7 bedrooms / 7 bathrooms / sleeps 14

1

from £1,300 / night

£6,405 / week

The Artist's Box : An Adorable Ocean Front Cottage

New Harbor cottage

3 bedrooms / 2 bathrooms / sleeps 5

from £312 / night

£2,182 / week

Private waterfront home and cabins with trails, dock, kayaks

South Bristol house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 48 minutes

from £262 / night

£1,831 / week

Lobster Harbor View Modern Cottage 4+ Bed, 2 Bath

Tenants Harbor log cabin

5 bedrooms / 2 bathrooms / sleeps 8

4

from £235 / night

£1,639 / week

Delux Studio

Rockland apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 21 minutes

from £103 / night

£721 / week

Oar Island

Bremen cottage

3 bedrooms / 1 bathroom / sleeps 8

7

from £190 / night

£1,325 / week

CAMDEN / SPRUCE HEAD SHORE FRONT COTTAGE/HOUSE

Camden house

2 bedrooms / 1 bathroom / sleeps 3

from £113 / night

£787 - £1,139 / week

The Community House on Rockport Harbor with dock

Rockport house

2 bedrooms / 2 bathrooms / sleeps 6

4

Responds fast! avg. 3 hours 35 minutes

from £154 / night

£1,072 - £1,930 / week

Remarkable Four Gable House Overlooking Friendship Harbor

Friendship house

8 bedrooms / 6 bathrooms / sleeps 18

from £307 / night

£2,009 / week

Light Filled, Woodsy Views, Atlantic Ocean Nearby - Classic Mid-Coast Cottage

New Harbor cottage

2 bedrooms / 2 bathrooms / sleeps 4

from £137 / night

£960 / week

Viewing 40 of 105
rentals in Waldoboro