Gray Holiday Homes from £214: Search Holiday Homes in Gray

A suspension bridge over a river with surrounding autumn foliage and distant hills.

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Our top choices for Gray holiday homes

A compact kitchen with a dishwasher, microwave, and coffee maker on the countertop.

1. Quiet Spot in lovely Freeport neighborhood

Freeport

includes taxes & fees

24 Oct - 25 Oct

A beach with a dock, a boat, and signs indicating a private dock and no fishing from the dock.

2. Cozy Family Home w/ Beach Access

Raymond

includes taxes & fees

21 Oct - 22 Oct

A modern kitchen with a bar area, wooden ceiling, and skylights.

3. The Barnhouse with hot tub

New Gloucester

Jen V.

includes taxes & fees

21 Oct - 22 Oct

A cozy living room with a dark gray sofa, two pillows with text, a wooden coffee table, and a ceiling fan.

4. Cozy 2-bedroom house with shared beach access to Sebago Lake

Raymond

includes taxes & fees

28 Oct - 29 Oct

A modern living room with a brown leather sofa, a rustic coffee table, and a dining area with a white table and chairs.

5. Windham Lakefront: Fire Pit and Modern Comforts

Windham

Jonny D.

A living room with a sofa, armchairs, a coffee table, and a patterned rug.

6. Newly Remodeled Cottage with AC- Sebago Lake Area

Raymond

includes taxes & fees

21 Oct - 22 Oct

A living room with a sofa, armchair, wooden coffee table, and a potted plant.

7. Fully Updated Airy Historic Home in South Freeport

Freeport

boodu

includes taxes & fees

25 Oct - 26 Oct

A modern kitchen with white cabinets, a dining area with a table and chairs, a sofa, and a coffee table with books.

8. Fully Updated Lake View Home on Thomas Pond

Casco

includes taxes & fees

21 Oct - 22 Oct

A spacious living room with a sofa, ottoman, and coffee table, a dining area with chairs, and a kitchen with cabinets and appliances.

9. Luxe 5 Bed/ 3 Bath with Game Room & AC

Yarmouth

Michelle T.

includes taxes & fees

21 Oct - 22 Oct

A small, single-story shed with a door and a window, surrounded by a wooden deck and a wooden fence.

10. Cozy 2-bedroom Tiny Home with sauna, A/C, boat ramp access to quiet lake

Casco

Edward R.

includes taxes & fees

24 Oct - 25 Oct

A multi-story house with a dock and a children's play area.

11. Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats

Casco

loie H.

includes taxes & fees

21 Oct - 22 Oct

A dirt path in a park with autumn foliage.

12. WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres

Westbrook

Genevieve W.

includes taxes & fees

24 Oct - 25 Oct

A window with a view of a snowy landscape and bare trees.

13. Tranquility between the Lakes & Sea

Westbrook

Thomas C.

includes taxes & fees

22 Oct - 23 Oct

A modern cabin with a large glass facade, a hot tub, and wooden steps leading to the entrance.

14. LUX Designer Private Waterfront Crooked River SEBAGO - GLASS WALLS - Huge Yard

Naples

Gina P.

includes taxes & fees

21 Oct - 22 Oct

A room with a sliding glass door leading to an outdoor deck with Adirondack chairs and a table.

15. Three bedroom in United States of America, Freeport

Freeport

"What can I say about my stay; peaceful, beautiful views, and relaxing! Home was clean with modern finishes but super comfortable for my four guests. The downstairs area is very private from the main floor. The yard was a great space where we had our outdoor fire looking up at the stars at night. The deck was perfect for our family lunch and dinners. We took chairs down to the beach area to sit closer to the water which was perfect. It's super close to town, Wolfe's Neck and other amenities....

Lisa E.

includes taxes & fees

21 Oct - 22 Oct

A spacious living area with a blue sofa, a coffee table, and a kitchen in the background.

16. New Luxury Maine Home Hot Tub, Fire Pit, Sleeps 10

North Deering

Patrick J.

17. ANY BIG PARTY!!!!

Standish

Logan R.

includes taxes & fees

22 Oct - 23 Oct

A modern living room with a teal sofa, two glasses of white wine, a tray of food, and a decorative candle on a wooden table.

18. Sleeps 16+ | W/D | Parking | 15 mins to Old Port

Westbrook

damean s.

includes taxes & fees

25 Oct - 26 Oct

A house with a wooden front door, a stone staircase, and a porch with a wooden railing.

19. Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

East Deering

Mike G.

includes taxes & fees

26 Oct - 27 Oct

A grassy area with a picnic table and chairs, a body of water, and two trees in the background.

20. Orchid Harbor, Bailey Island 3BR

Harpswell

Jane D.

includes taxes & fees

27 Oct - 28 Oct

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Top Gray Hotel Reviews

Ramada Plaza by Wyndham Portland

8/10 Good

"Right off the interstate. You can hear every noise."

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

8/10 Good

"Clean and utilitarian. We were happy with the room and the bed was super comfy. Always love an airport shuttle... wish it would have been willing to drop us 1/2 mile away but it wasn't a difficult walk. We would definitely choose here again"

Hampton Inn Portland Downtown - Waterfront

8/10 Good

"First, the positives: location is perfect for a Portland visit. Easy walking distance to downtown and the harbor. Not far from the interstate. The staff was courteous and helpful when asked, and the property was clean and felt almost new. The negatives: for nearly mid-four figures a night there need to be more amenities. The in-room coffee was Motel 6 grade, and the breakfast as well. On our last morning, for whatever reason, the breakfast buffet, already rather skimpy, was missing many key items — no yogurt, no fresh fruit — and this not even midway through the service. As far as housekeeping goes, we stayed three nights, were away from the room most of each day, but our room was never made up. We did finally ask for some fresh towels and a resupply of tissues, and we are low-impact guests who really don’t need our bed made every day, but I was surprised that there wasn’t even an effort, or at least advance notice that we’d have to ask for housekeeping despite seeing them active in our corridors each day as we departed. I sensed that either the property was having trouble filling staff positions, or maybe they were being squeezed by their corporate overlords. In sum, for that much money I expected a little more, some extra touches that would elevate the experience beyond the basics."

Fireside Inn & Suites Portland

10/10 Excellent

"This was a great little spot- close to downtown Portland (about 15 mins). Very cozy rooms and I loved the hot tub. I want to go back in the summer to enjoy the beautiful patio (my trip was during a cold September weekend). Staff were friendly and helpful and their grab and go breakfast had tons of options."

Inn at St John Portland In-Town

10/10 Excellent

"Very classic inn vibe that was just a short drive away from the city center. Note there is no elevator for those of you with large suitcases and the stairs are a little steep and tight, but we had no issue getting our checked bag up and down from the third floor, and staff offered to help us both times. The shared bathroom was clean and the provided robes were a nice touch! Consider bringing shower shoes or flip flops to make it easier to use. Parking was easy, and if the small lot right next to the building fills up, they have a parking lot just a block away that was just as easy to use. Breakfast was also a nice touch although the area was a little tight. Expect bagels, toast, yogurt, and simpler stuff along those lines."

Find out more about Gray

Gray Holiday Homes information

Number of reviews	220
Accommodation	608 Holiday Homes
Lowest Price	£214
Highest Price	£1,196

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Gray holiday homes

1. Quiet Spot in lovely Freeport neighborhood

2. Cozy Family Home w/ Beach Access

3. The Barnhouse with hot tub

4. Cozy 2-bedroom house with shared beach access to Sebago Lake

5. Windham Lakefront: Fire Pit and Modern Comforts

6. Newly Remodeled Cottage with AC- Sebago Lake Area

7. Fully Updated Airy Historic Home in South Freeport

8. Fully Updated Lake View Home on Thomas Pond

9. Luxe 5 Bed/ 3 Bath with Game Room & AC

10. Cozy 2-bedroom Tiny Home with sauna, A/C, boat ramp access to quiet lake

11. Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats

12. WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres

13. Tranquility between the Lakes & Sea

14. LUX Designer Private Waterfront Crooked River SEBAGO - GLASS WALLS - Huge Yard

15. Three bedroom in United States of America, Freeport

16. New Luxury Maine Home Hot Tub, Fire Pit, Sleeps 10

17. ANY BIG PARTY!!!!

18. Sleeps 16+ | W/D | Parking | 15 mins to Old Port

19. Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

20. Orchid Harbor, Bailey Island 3BR

Find holiday rentals that suit your style

Top Gray Hotel Reviews

Ramada Plaza by Wyndham Portland

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Hampton Inn Portland Downtown - Waterfront

Fireside Inn & Suites Portland

Spark by Hilton Portland Airport Maine Mall

Holiday Inn Portland-By the Bay by IHG

Inn at St John Portland In-Town

Portland Regency Hotel & Spa

Find out more about Gray

Gray Holiday Homes information

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