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28 Houses

(1) Excellent 

23

Oakland Cottage w/Deck - Right on McGrath Pond!

Maine / Oakland

Oakland cottage

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Child Friendly

Price per night from

$75

Price per night from

$75

Great rentals within 20 miles that match your search

Distance approx 6.93 km from Oakland Show on Map

(2) Excellent 

26

Loon Call

Maine / Belgrade

Belgrade house

3 10 min stay varies

  • 3 bedrooms
  • sleeps 10
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$230

Responds fast!
avg. 3 hours 2 minutes

Price per night from

$230

Distance approx 16.55 km from Oakland

12

Lake, Loons, Love!

Maine / Mount Vernon

Mount Vernon cottage

4 8 7 nights min

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

Price per night from

$157

Price per night from

$157

Distance approx 19.71 km from Oakland

(6) Excellent 

22

Wymans Willa

Maine / Madison

Madison house

3 12 6 nights min

  • 3 bedrooms
  • sleeps 12
  • 6 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Pet Friendly
“Family Getaway” Wyman's Willa was perfect for our family. Swimming at the camp was great for the younger children and the swimming at the dock was also awesome! Resting on the deck under shaded umbrellas, while smelling our dinners grilling couldn't
…see more

Price per night from

$251

Price per night from

$251

Distance approx 19.55 km from Oakland

(2) Excellent 

31

A TRANQUIL LAKEFRONT RETREAT WITH KAYAKS | CENTRAL LOCATION | COUNTRY LIVING ON

Maine / Wayne

Wayne house

3 6 4 nights min

  • 3 bedrooms
  • sleeps 6
  • 4 nights min
  • Ask about children
  • Air conditioning
  • Pet Friendly

Price per night from

$351

Price per night from

$351

Distance approx 18.83 km from Oakland

(1) Excellent 

37

Gorgeous Lakefront Cottage on Cobbessee Lake near Lighthouse

Maine / East Winthrop

East Winthrop cottage

3 10 7 nights min

  • 3 bedrooms
  • sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 60 mi
  • Child Friendly

Price per night from

$246

Responds fast!
avg. 2 hours 7 minutes

Price per night from

$246

Distance approx 6.93 km from Oakland Show on Map

17

Brand New Maine Camp

Maine / Belgrade

Belgrade house

4 8 min stay varies

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

Price per night from

$230

Responds fast!
avg. 3 hours 2 minutes

Price per night from

$230

Distance approx 18.38 km from Oakland

25

Updated Maranacook Lake Cabin w/ Dock & Deck!

Maine / Winthrop

Winthrop house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Suitable for children age 5+

Price per night from

$251

Responds fast!
avg. 10 minutes

Price per night from

$251

Distance approx 4.16 km from Oakland Show on Map

8

Beautifully remodeled Spacious Home Close to Town and Interstate

Maine / Waterville

Waterville house

5 16 5 nights min

  • 5 bedrooms
  • sleeps 16
  • 5 nights min
  • Swimming pool
  • Child Friendly
  • Pet Friendly

Price per night from

$412

Price per night from

$412

Distance approx 3.76 km from Oakland Show on Map

15

King's Kastle

Maine / Belgrade Lakes

Belgrade Lakes house

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$196

Responds fast!
avg. 2 hours 21 minutes

Price per night from

$196

Distance approx 10.27 km from Oakland Show on Map

(1) Excellent 

19

Belgrade Me lake front

Maine / Mount Vernon

Mount Vernon house

3 8 4 nights min

  • 3 bedrooms
  • sleeps 8
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 90 mi
  • Child Friendly

Price per night from

$501

Price per night from

$501

Distance approx 7.04 km from Oakland Show on Map

16

Star Point on Snow Pond

Maine / Belgrade

Belgrade cottage

2 5 7 nights min

  • 2 bedrooms
  • sleeps 5
  • 7 nights min
  • Nearest beach 105 mi
  • Child Friendly
  • Air conditioning

Price per night from

$298

Price per night from

$298

Distance approx 18.75 km from Oakland

16

Room #5 at the Maple Hill Farm Inn – Augusta and Hallowell, Maine

Maine / Hallowell

Hallowell b and b

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Child Friendly

Price per night from

$137

Price per night from

$137

Distance approx 18.2 km from Oakland

26

Cozy Winthrop Cottage on Maranacook Lake w/ Dock!

Maine / Winthrop

Winthrop cottage

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Child Friendly

Price per night from

$144

Responds fast!
avg. 58 minutes

Price per night from

$144

Distance approx 18.75 km from Oakland

12

Room #1 at the Maple Hill Farm Inn -- Augusta and Hallowell, Maine

Maine / Hallowell

Hallowell b and b

1 3 1 night min

  • 1 bedroom
  • sleeps 3
  • 1 night min
  • Nearest beach 26 mi
  • Child Friendly
  • Air conditioning

Price per night from

$194

Price per night from

$194

Distance approx 18.75 km from Oakland

18

Room #2 at the Maple Hill Farm Inn – Augusta and Hallowell, Maine

Maine / Hallowell

Hallowell b and b

1 3 1 night min

  • 1 bedroom
  • sleeps 3
  • 1 night min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$190

Price per night from

$190

Distance approx 18.75 km from Oakland

13

Room #3 at the Maple Hill Farm Inn – Augusta and Hallowell, Maine

Maine / Hallowell

Hallowell b and b

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Child Friendly

Price per night from

$132

Price per night from

$132

Distance approx 18.75 km from Oakland

17

Room #6 at the Maple Hill Farm Inn – Augusta and Hallowell, Maine

Maine / Hallowell

Hallowell b and b

1 3 1 night min

  • 1 bedroom
  • sleeps 3
  • 1 night min
  • Child Friendly

Price per night from

$183

Price per night from

$183

Distance approx 18.75 km from Oakland

16

Room #4 at the Maple Hill Farm Inn – Augusta and Hallowell, Maine

Maine / Hallowell

Hallowell b and b

1 3 1 night min

  • 1 bedroom
  • sleeps 3
  • 1 night min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$125

Price per night from

$125

Distance approx 18.75 km from Oakland

17

Room #8 at the Maple Hill Farm Inn – Augusta and Hallowell, Maine

Maine / Hallowell

Hallowell b and b

1 3 1 night min

  • 1 bedroom
  • sleeps 3
  • 1 night min
  • Child Friendly

Price per night from

$190

Price per night from

$190

Distance approx 18.75 km from Oakland

17

Room #7 at the Maple Hill Farm Inn – Augusta and Hallowell, Maine

Maine / Hallowell

Hallowell b and b

1 3 1 night min

  • 1 bedroom
  • sleeps 3
  • 1 night min
  • Child Friendly

Price per night from

$148

Price per night from

$148

Distance approx 7.76 km from Oakland

10

Loon Loft at Pattee's Pond - 2019 Dates Available

Maine / Winslow

Winslow apartment

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Child Friendly

Price per night from

$144

Price per night from

$144

Distance approx 17.48 km from Oakland

17

SUNSHINE COTTAGE ON COBBOSSEE LAKE WINTHROP, MAINE

Maine / East Winthrop

East Winthrop house

5 10 4 nights min

  • 5 bedrooms
  • sleeps 10
  • 4 nights min
  • Ask about children
  • Pet Friendly

Price per night from

$487

Price per night from

$487

Distance approx 7.72 km from Oakland

23

Loon Lodge on Pattee's Pond

Maine / Winslow

Winslow house

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Child Friendly
  • Private garden

Price per night from

$287

Price per night from

$287

Distance approx 16.11 km from Oakland

12

Year-Round Lakefront Retreat on Quiet Lake

Maine / Kents Hill

Kents Hill house

3 8 min stay varies

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

Price per night from

$344

Price per night from

$344

Distance approx 19.18 km from Oakland

21

Blue Moose Cottage ~ Quaint Maine Cottage with lake views

Maine / Canaan

Canaan cottage

2 5 2 nights min

  • 2 bedrooms
  • sleeps 5
  • 2 nights min
  • Child Friendly
  • Private garden

Price per night from

$128

Price per night from

$128

Distance approx 18.2 km from Oakland

32

Lakefront Winthrop Home w/Outdoor Bar, Deck & Dock

Maine / Winthrop

Winthrop house

4 12 min stay varies

  • 4 bedrooms
  • sleeps 12
  • min stay varies
  • Child Friendly

Price per night from

$316

Responds fast!
avg. 58 minutes

Price per night from

$316

Distance approx 16.68 km from Oakland

(14) Very Good 

18

Lakeside cottage w/dock,boat,gas fireplac,wash/dry

Maine / Mount Vernon

Mount Vernon cottage

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Ask about children
  • Pet Friendly

Price per night from

$115

Price per night from

$115