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147 Houses

24

Spacious, dog-friendly home w/ access to lake, two beaches - close to town

Maine / Gray

Gray house

4 7 2 nights min

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

Price per night from

$116

Price per night from

$116

(12) Excellent 

23

Beautiful Cottage on Crystal Lake

Maine / Gray

Gray house

3 7 7 nights min

  • 3 bedrooms
  • sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Ask about children
  • Air conditioning

Price per night from

$170

Price per night from

$170

Great rentals within 20 miles that match your search

Distance approx 16.93 km from Gray

89

Gorgeous Farmhouse Reunions/Family Gatherings/Retreats

Maine / Standish

Standish farmhouse

6 22 min stay varies

  • 6 bedrooms
  • sleeps 22
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 8 mi
  • Child Friendly

Price per night from

$453

Responds fast!
avg. 35 minutes

Price per night from

$453

Distance approx 14.3 km from Gray

(11) Very Good 

26

Charming 4-bedroom on Beautiful Sebago Lake

Maine / Sebago

Sebago cottage

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 mi
  • Child Friendly

Price per night from

$204

Responds fast!
avg. 1 hour 20 minutes

Price per night from

$204

Distance approx 15.39 km from Gray

(30) Very Good 

11

Portland, Maine - East End Rental

Maine / Portland

Portland apartment

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 1 mi
  • Ask about children
  • Car not necessary
“Enjoyed East End!” We and our friends celebrated both our 29th anniversaries the first weekend in Nov. the East End-er was a great choice... We sincerely recommend this option over any hotel...its more like staying at a good friend's home, with every
…see more

Price per night from

$346

Responds fast!
avg. 3 hours 17 minutes

Price per night from

$346

Distance approx 15.84 km from Gray

43

Old Port Style & Luxury

Maine / Portland

Portland apartment

3 6 min stay varies

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

Price per night from

$137

Responds fast!
avg. 3 hours 48 minutes

Price per night from

$137

Distance approx 14.36 km from Gray

13

Wonderfully Appointed Beach House

Maine / Sebago

Sebago house

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$299

Price per night from

$299

Distance approx 15.77 km from Gray

43

Spectacular View On Long Lake, Cozy, Clean, Quiet

Maine / Naples

Naples house

2 6 7 nights min

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

Price per night from

$257

Price per night from

$257

Distance approx 17.77 km from Gray

(2) Very Good 

17

Colorful wonderful Penthouse Apartment

Mid Coast Maine / Brunswick

Brunswick apartment

2 3 4 nights min

  • 2 bedrooms
  • sleeps 3
  • 4 nights min
  • Nearest beach 10 mi
  • Air conditioning
“This is the Penthouse in the Trees--comfortable, close and convenient to town.” I stayed in the apartment on a long term rental for business needs in Brunswick, from September 2014 to the end of January 2015. I experienced 2 of the seasons in the apa
…see more

Price per night from

$95

Responds fast!
avg. 2 hours 3 minutes

Price per night from

$95

Distance approx 11.75 km from Gray

42

Portland Area Cottage w/OCEAN VIEWS ~ pet friendly

Maine / Falmouth

Falmouth house

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Car not necessary

Price per night from

$493

Responds fast!
avg. 2 hours 36 minutes

Price per night from

$493

Distance approx 18.19 km from Gray

(3) Very Good 

16

Waterfront Log Cabin style home on Thompson Lake!

Maine / Oxford

Oxford log cabin

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Pet Friendly

Price per night from

$242

Price per night from

$242

Distance approx 17.3 km from Gray

(3) Excellent 

72

WILLARD BEACH with OCEAN VIEWS ~ 100 yds to beach!

Maine / South Portland

South Portland house

3 9 min stay varies

  • 3 bedrooms
  • sleeps 9
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$294

Responds fast!
avg. 2 hours 36 minutes

Price per night from

$294

Distance approx 5.2 km from Gray Show on Map

15

Quiet Lake Serenity Just 10 Miles from Portland

Maine / Windham

Windham house

3 8 7 nights min

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

Price per night from

$270

Price per night from

$270

Distance approx 10.18 km from Gray

16

Andys Retreat-Heated Pool, central AC, Jacuzi, BBQ

Maine / Falmouth

Falmouth house

4 6 2 nights min

  • 4 bedrooms
  • sleeps 6
  • 2 nights min
  • Child Friendly

Price per night from

$448

Price per night from

$448

Distance approx 17.35 km from Gray

(3) Very Good 

31

2BR / 1B - Willard Beach -- South Portland

Maine / South Portland

South Portland apartment

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 mi
  • Child Friendly

Price per night from

$150

Responds fast!
avg. 2 hours 54 minutes

Price per night from

$150

Distance approx 17.01 km from Gray

(1) Excellent 

13

Willard Beach Get Away - Dog Friendly

Maine / South Portland

South Portland studio

Studio 3 7 nights min

  • Studio
  • sleeps 3
  • 7 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Pet Friendly

Price per night from

$209

Responds fast!
avg. 33 minutes

Price per night from

$209

Distance approx 18.14 km from Gray

15

Luxurious, Fully Renovated house with Private Beach rights.

Maine / Cape Elizabeth

Cape Elizabeth house

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$494

Responds fast!
avg. 2 hours 36 minutes

Price per night from

$494

Distance approx 19.41 km from Gray

26

Historic Captain York House: 7 Bed, 6.5 Bath

Maine / Bailey Island

Bailey Island house

7 14 7 nights min

  • 7 bedrooms
  • sleeps 14
  • 7 nights min
  • Child Friendly

Price per night from

$495

Price per night from

$495

Distance approx 9.22 km from Gray

6

Furnished Two-Bedroom Apartment

Maine / Yarmouth

Yarmouth house

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Nearest beach 3 mi
  • Child Friendly
  • Air conditioning

Price per night from

$130

Price per night from

$130

Distance approx 12.47 km from Gray

(1) Excellent 

23

Oceanfront Cottage in Freeport

Maine / Freeport

Freeport house

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Private garden

Price per night from

$419

Price per night from

$419

Distance approx 17.33 km from Gray

22

Willard Beach - Simone By The Sea - New Home

Maine / South Portland

South Portland house

3 4 3 nights min

  • 3 bedrooms
  • sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation

Price per night from

$400

Price per night from

$400

Distance approx 11.64 km from Gray

11

Classic Maine Beach Cottage, private beach access

Maine / Falmouth

Falmouth cottage

3 5 min stay varies

  • 3 bedrooms
  • sleeps 5
  • min stay varies
  • Nearest beach 0.01 mi
  • Child Friendly
  • Pet Friendly

Price per night from

$199

Price per night from

$199

Distance approx 17.75 km from Gray

(3) Excellent 

12

Executive furnished Penthouse in Brunswick, Maine.

Mid Coast Maine / Brunswick

Brunswick apartment

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Nearest beach 30 mi
  • Air conditioning
  • Pet Friendly
“Great interior, great location, great landlord!” The penthouse is tastefully furnished with a spacious yet cozy layout, with the bed area out of sight of the living room and kitchen. The bathroom is small but very nice. Comes with a large television a
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Price per night from

$80

Responds fast!
avg. 2 hours 9 minutes

Price per night from

$80

Distance approx 15.2 km from Gray

7

Mac Camp

Maine / Naples

Naples house

2 8 7 nights min

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

Price per night from

$199

Responds fast!
avg. 1 hour 16 minutes

Price per night from

$199

Distance approx 17.28 km from Gray

8

2 Bedroom Apartment at Moody Beach

Maine / Wells

Wells apartment

2 5 7 nights min

  • 2 bedrooms
  • sleeps 5
  • 7 nights min
  • Child Friendly

Price per night from

$170

Responds fast!
avg. 3 hours 10 minutes

Price per night from

$170

Distance approx 17.82 km from Gray

(7) Excellent 

17

Luxury Log Home-Raymond,Naples,Windham,Bridgton

Maine / Harrison

Harrison house

5 11 2 nights min

  • 5 bedrooms
  • sleeps 11
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 7 mi
  • Child Friendly
“Just what we were looking for.” Had a wonderful girls weekend here. We are looking forward to going again this year. Hands down, the best place I have ever rented.
…see more

Price per night from

$622

Responds fast!
avg. 34 minutes

Price per night from

$622

Distance approx 15.37 km from Gray

(2) Average 

6

Portland, ME - East End Garden Suite

Maine / Portland

Portland apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Ask about children
  • Air conditioning

Price per night from

$230

Responds fast!
avg. 3 hours 17 minutes

Price per night from

$230

Distance approx 11.38 km from Gray

24

NEW! Cozy Westbrook Apt w/Fire Pit- Near Portland!

Maine / Westbrook

Westbrook apartment

1 6 min stay varies

  • 1 bedroom
  • sleeps 6
  • min stay varies
  • Ski
  • Child Friendly
  • Air conditioning

Price per night from

$59

Responds fast!
avg. 9 minutes

Price per night from

$59

Distance approx 4.66 km from Gray Show on Map

21

Enjoy a Secluded Location on Mount Desert

Mount Desert Island / Mount Desert

Mount Desert house

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$286

Price per night from

$286

Distance approx 18.52 km from Gray

30

The Tranquil Beauty

Maine / Cape Elizabeth

Cape Elizabeth house

3 7 7 nights min

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

Price per night from

$500

Responds fast!
avg. 2 hours 27 minutes

Price per night from

$500

Distance approx 11.38 km from Gray

24

NEW! Westbrook Apt w/Fire Pit -15 Mins to Portland

Maine / Westbrook

Westbrook apartment

1 6 min stay varies

  • 1 bedroom
  • sleeps 6
  • min stay varies
  • Ski
  • Child Friendly
  • Air conditioning

Price per night from

$59

Responds fast!
avg. 9 minutes

Price per night from

$59

Distance approx 7.96 km from Gray

13

K2 Lake Paradise

Maine / Windham

Windham cottage

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly

Price per night from

$100

Price per night from

$100

Distance approx 19.41 km from Gray

15

Brand New Modern Loft Home

Mid Coast Maine / Topsham

Topsham house

2 4 7 nights min

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

Price per night from

$120

Price per night from

$120

Distance approx 16.9 km from Gray

71

WILLARD BEACH: Stunning newly RENOVATED HOUSE! 4 Mins to DT Portland.

Maine / Portland

Portland house

4 12 min stay varies

  • 4 bedrooms
  • sleeps 12
  • min stay varies
  • Nearest beach 0 mi
  • Child Friendly

Price per night from

$493

Responds fast!
avg. 2 hours 36 minutes

Price per night from

$493

Distance approx 17.17 km from Gray

4

Oceanfront Cottage on Middle Bay

Mid Coast Maine / Harpswell

Harpswell house

3 5 7 nights min

  • 3 bedrooms
  • sleeps 5
  • 7 nights min
  • Child Friendly

Price per night from

$285

Price per night from

$285

Distance approx 17.97 km from Gray

161

Schooner Landing

Mid Coast Maine / Harpswell

Harpswell cottage

4 10 7 nights min

  • 4 bedrooms
  • sleeps 10
  • 7 nights min
  • Child Friendly
  • Pet Friendly
  • Private garden

Price per night from

$356

Price per night from

$356

Distance approx 10.34 km from Gray

(9) Very Good 

23

Waterfront Fun Pet Friendly Vacation Rental Camp

Maine / Gorham

Gorham log cabin

2 5 1 night min

  • 2 bedrooms
  • sleeps 5
  • 1 night min
  • Beach / lakeside relaxation
  • Child Friendly
  • Pet Friendly

Price per night from

$150

Responds fast!
avg. 2 hours 23 minutes

Price per night from

$150

Distance approx 16.93 km from Gray

(11) Very Good 

26

Large Home Walk to Beach! Close to all amenities!

Maine / South Portland

South Portland house

4 11 min stay varies

  • 4 bedrooms
  • sleeps 11
  • min stay varies
  • Nearest beach 1 mi
  • Child Friendly
  • Air conditioning

Price per night from

$174

Responds fast!
avg. 39 minutes

Price per night from

$174