Round Pond Rentals

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300 Houses

(1) Excellent 

40

The Round Pond Getaway at Moxie Cove

Mid Coast Maine / Round Pond

Round Pond house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$201

Price per night from

$201

24

NEW LISTING! Quiet and dog-friendly studio, walking distance to the harbor!

Mid Coast Maine / Round Pond

Round Pond studio

Studio 4 min stay varies

  • Studio
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Car not necessary
  • Pet Friendly

Price per night from

$103

Responds fast!
avg. 3 hours 4 minutes

Price per night from

$103

13

OceanView BonnieView

Mid Coast Maine / Round Pond

Round Pond house

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Child Friendly

Price per night from

$201

Price per night from

$201

(8) Excellent 

16

Cozy 2-bdrm w/ lg deck overlooking Round Pond cove

Mid Coast Maine / Round Pond

Round Pond house

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Pet Friendly

Price per night from

$76

Price per night from

$76

Great rentals within 20 miles that match your search

Distance approx 9.05 km from Round Pond

42

Sea Shore Cabins - Perfect for Large Gatherings with Private Dock and Pool

Mid Coast Maine / Boothbay Harbor

Boothbay Harbor cottage

7 14 7 nights min

  • 7 bedrooms
  • sleeps 14
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Pet Friendly

Price per night from

$1,116

Price per night from

$1,116

Distance approx 13.07 km from Round Pond

(1) Excellent 

21

Damariscotta Lake Cottage - Jefferson, Maine

Mid Coast Maine / Jefferson

Jefferson cottage

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Ask about pets

Price per night from

$251

Price per night from

$251

Distance approx 10.45 km from Round Pond

(2) Excellent 

15

New England 1890 House with part water view

Mid Coast Maine / Boothbay Harbor

Boothbay Harbor apartment

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Nearest beach 8 mi

Price per night from

$131

Price per night from

$131

Distance approx 10.48 km from Round Pond

(1) Very Good 

31

Vintage, log cabin in the woods w/ beach club access (about a mile away)!

Mid Coast Maine / Boothbay Harbor

Boothbay Harbor house

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Car not necessary

Price per night from

$128

Price per night from

$128

Distance approx 13.22 km from Round Pond

13

The Red Cottage

Mid Coast Maine / Tenants Harbor

Tenants Harbor cottage

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Nearest beach 6 mi
  • Child Friendly
  • Pet Friendly

Price per night from

$138

Responds fast!
avg. 1 hour 8 minutes

Price per night from

$138

Distance approx 16.12 km from Round Pond

14

Causeway Cottage - Town of St. George

Mid Coast Maine / Spruce Head

Spruce Head house

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 13 mi
  • Ask about children

Price per night from

$329

Price per night from

$329

Distance approx 11.26 km from Round Pond

28

Classic oceanfront cottage w/ ocean views & entertainment - walk to beach!

Boothbay / East Boothbay

East Boothbay house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Car not necessary

Price per night from

$333

Price per night from

$333

Distance approx 10.69 km from Round Pond

25

Bord de l'eau - Spectacular Sunsets at the Edge of the Sea on Barter's Island

Boothbay / Trevett

Trevett house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Pet Friendly
  • Private garden

Price per night from

$280

Price per night from

$280

Distance approx 10.13 km from Round Pond

(2) Very Good 

45

Quaint new cottage w/ porch, deck & river views - close to Wiscasset & Boothbay!

Mid Coast Maine / Edgecomb

Edgecomb house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Car not necessary

Price per night from

$147

Price per night from

$147

Distance approx 4.99 km from Round Pond

(7) Very Good 

7

Finch Cottage

Mid Coast Maine / New Harbor

New Harbor house

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Private garden
“A very enjoyable stay in New Harbor” The Fletchers went out of their way to ensure that we had a good stay at the Finch Cottage. They provided detailed information on things to do and restaurants in the area. They also asked our specific interests a
…see more

Price per night from

$144

Price per night from

$144

Distance approx 9.75 km from Round Pond

(2) Excellent 

29

Beautiful Maine Get Away

Mid Coast Maine / Waldoboro

Waldoboro cottage

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Child Friendly
  • Pet Friendly
  • Private garden

Price per night from

$197

Price per night from

$197

Distance approx 5.64 km from Round Pond

(1) Excellent 

24

Charming oceanfront cottage

York / Cape Neddick

Cape Neddick cottage

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Child Friendly
  • Pet Friendly
  • Private garden

Price per night from

$304

Responds fast!
avg. 1 hour 41 minutes

Price per night from

$304

Distance approx 8.89 km from Round Pond

37

Hillside Cottage Dock Access, Tennis on Linekin Bay, Boothbay Harbor

Mid Coast Maine / Boothbay Harbor

Boothbay Harbor cottage

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Pet Friendly
  • Private garden

Price per night from

$163

Price per night from

$163

Distance approx 9.44 km from Round Pond

13

Damariscotta Lake

Mid Coast Maine / Nobleboro

Nobleboro log cabin

1 6 5 nights min

  • 1 bedroom
  • sleeps 6
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Suitable for children age 5+

Price per night from

$316

Price per night from

$316

Distance approx 16.83 km from Round Pond

29

Rustic Lakeside Lodge and Four Cabins-13 bedrooms

Mid Coast Maine / Jefferson

Jefferson lodge

10 26 7 nights min

  • 10 bedrooms
  • sleeps 26
  • 7 nights min
  • Child Friendly

Price per night from

$1,149

Price per night from

$1,149

Distance approx 11.29 km from Round Pond

9

Ocean Point, Maine Cottage Weekly Rental

Boothbay / East Boothbay

East Boothbay cottage

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Ask about children
  • Private garden

Price per night from

$281

Price per night from

$281

Distance approx 12.09 km from Round Pond

(17) Excellent 

Certificate of Excellence

12

Maine Ocean Front 2 Bedroom Cottage

Mid Coast Maine / Tenants Harbor

Tenants Harbor cottage

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child Friendly
“Wonderful memories!!” We found the Hupper's cottage by chance in Down East Magazine 8 years ago after a bed and breakfast had closed. We had been coming to Tenant's Harbor for years and couldn't believe our luck in being able to stay right on the wate
…see more

Certificate of Excellence

Price per night from

$150

Price per night from

$150

Distance approx 5.87 km from Round Pond

27

Private waterfront home and cabins with trails, dock, kayaks

Mid Coast Maine / South Bristol

South Bristol house

4 8 14 nights min

  • 4 bedrooms
  • sleeps 8
  • 14 nights min
  • Nearest beach 14 mi
  • Child Friendly
  • Pet Friendly

Price per night from

$328

Price per night from

$328

Distance approx 9.3 km from Round Pond

(1) Excellent 

24

Beautiful Private Oceanfront Home w/ Rare Beach and Deep Water Mooring

Mid Coast Maine / Port Clyde

Port Clyde house

5 12 7 nights min

  • 5 bedrooms
  • sleeps 12
  • 7 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Ask about pets

Price per night from

$311

Responds fast!
avg. 1 hour 23 minutes

Price per night from

$311

Distance approx 18.85 km from Round Pond

(31) Excellent 

40

Scenic White Rocks Cottage on the Maine Coast

Mid Coast Maine / Georgetown

Georgetown cottage

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 8 mi
  • Child Friendly
“Outstanding vacation location on Georgetown Island, Maine” For the past three years, we have vacationed at White Rocks Cottage on Georgetown Island, Maine (not far from Bath) and we highly recommend it. Whether you have children or not, there are ple
…see more

Price per night from

$126

Price per night from

$126

Distance approx 17.05 km from Round Pond

(1) Excellent 

13

Working Lighthouse on Picturesque Island in Maine

Mid Coast Maine / Saint George

Saint George lighthouse

7 14 3 nights min

  • 7 bedrooms
  • sleeps 14
  • 3 nights min
  • Child Friendly
  • Private garden

Price per night from

$1,609

Price per night from

$1,609

Distance approx 6.73 km from Round Pond

17

Damariscotta waterfront home

Mid Coast Maine / Damariscotta

Damariscotta house

4 7 4 nights min

  • 4 bedrooms
  • sleeps 7
  • 4 nights min
  • Child Friendly

Price per night from

$557

Price per night from

$557

Distance approx 19.09 km from Round Pond

(4) Excellent 

14

Harcliff-Oceanfront property on Penobscot Bay

Mid Coast Maine / Owls Head

Owls Head house

6 12 7 nights min

  • 6 bedrooms
  • sleeps 12
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 mi
  • Child Friendly
“Return year after year!” This is the fifth year our family and friends have enjoyed a blissful week together at the atkinson's Owls Head property. Beautiful views, quiet and tranquil, new renovations to an already stellar facility, and so much to do i
…see more

Price per night from

$242

Price per night from

$242

Distance approx 12.03 km from Round Pond

31

SOUTHPORT waterfront historic farmhouse w dock

Mid Coast Maine / Boothbay Harbor

Boothbay Harbor house

4 5 7 nights min

  • 4 bedrooms
  • sleeps 5
  • 7 nights min
  • Nearest beach 2 mi
  • Child Friendly
  • Private garden

Price per night from

$575

Price per night from

$575

Distance approx 10.67 km from Round Pond

32

Trick's End - A Beautiful Get Away on the Coast of Barter's Island

Boothbay / Trevett

Trevett house

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Child Friendly
  • Pet Friendly
  • Private garden

Price per night from

$394

Price per night from

$394

Distance approx 10.32 km from Round Pond

38

Immaculate And Very Private Boothbay Region Waterfront Home

Mid Coast Maine / Edgecomb

Edgecomb house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 25 mi
  • Child Friendly

Price per night from

$286

Price per night from

$286

Distance approx 8.92 km from Round Pond

44

Bluewater Vista - Ocean Views, Dock Access, Tennis, Boothbay Harbor

Mid Coast Maine / Bayville

Bayville cottage

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly

Price per night from

$259

Price per night from

$259

Distance approx 10.56 km from Round Pond

45

NEW LISTING! Charming bayview condo w/patio & balcony-near beach & attractions

Mid Coast Maine / Boothbay Harbor

Boothbay Harbor house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Car not necessary

Price per night from

$190

Price per night from

$190

Distance approx 10.53 km from Round Pond

25

NEW! Boothbay Harbor Cabin w/Spacious Deck & Yard!

Mid Coast Maine / Boothbay Harbor

Boothbay Harbor cottage

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly

Price per night from

$230

Responds fast!
avg. 28 minutes

Price per night from

$230

Distance approx 10.11 km from Round Pond

38

A Regal House in Downtown Boothbay Harbor - The Red House

Mid Coast Maine / Boothbay Harbor

Boothbay Harbor house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Private garden

Price per night from

$262

Price per night from

$262

Distance approx 5.17 km from Round Pond

7

The Sylvan

Mid Coast Maine / New Harbor

New Harbor house

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Child Friendly

Price per night from

$328

Price per night from

$328

Distance approx 12.22 km from Round Pond

14

WESTPORT ISLAND-Luxury Waterfront Cabin-Amazing Views-Quiet & Private Road

Boothbay / Trevett

Trevett cottage

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$820

Responds fast!
avg. 40 minutes

Price per night from

$820

Distance approx 16.59 km from Round Pond

(6) Excellent 

23

"Lighthouse Lookout" - Oceanfront- Rackliff Island

Mid Coast Maine / Spruce Head

Spruce Head house

6 12 7 nights min

  • 6 bedrooms
  • sleeps 12
  • 7 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Pet Friendly

Price per night from

$431

Price per night from

$431

Distance approx 18.86 km from Round Pond

(1) Excellent 

26

LUXURY PRIVATE BEACH KAYAKS/SUP/CANOE/SWIM,60' SMART TV,BOOTHBAY, FREEPORT, MORE

Mid Coast Maine / Bath

Bath house

5 11 min stay varies

  • 5 bedrooms
  • sleeps 11
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$502

Price per night from

$502