Vacation Homes in Cumberland
Showing 18 Vacation Homes in Cumberland
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The Orchard House: Inn & Cafe
Vacation Home
The Orchard House: Inn & Cafe Location
When you stay at The Orchard House: Inn & Cafe in Freeport, you'll be in a shopping district, within a 5-minute drive of Mast Landing Sanctuary and LL Bean Flagship Store. This bed & breakfast is 4.2 mi (6.8 km) from Bradbury Mountain State Park and 4.6 mi (7.4 km) from Wolfe's Neck Woods State Park.
The Orchard House: Inn & Cafe Facility and Service
Take in the views from a garden and make use of amenities such as complimentary wireless internet access.
The Orchard House: Inn & Cafe Rooms
Make yourself at home in one of the 5 air-conditioned rooms featuring flat-screen televisions. Your pillowtop bed comes with premium bedding. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have showers and hair dryers.
Restaurant and Cafe
A complimentary continental breakfast is served daily from 7:00 AM to 9:30 AM.
See detailsWhen you stay at The Orchard House: Inn & Cafe in Freeport, you'll be in a shopping district, within a 5-minute drive of Mast Landing Sanctuary and LL Bean Flagship Store. This bed & breakfast is 4.2 mi (6.8 km) from Bradbury Mountain State Park and 4.6 mi (7.4 km) from Wolfe's Neck Woods State Park.
The Orchard House: Inn & Cafe Facility and Service
Take in the views from a garden and make use of amenities such as complimentary wireless internet access.
The Orchard House: Inn & Cafe Rooms
Make yourself at home in one of the 5 air-conditioned rooms featuring flat-screen televisions. Your pillowtop bed comes with premium bedding. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have showers and hair dryers.
Restaurant and Cafe
A complimentary continental breakfast is served daily from 7:00 AM to 9:30 AM.
“Great deal”
Econo Lodge Freeport - Brunswick Area
Vacation Home
Property Location With a stay at Econo Lodge in Freeport, you'll be convenient to Wilbur's of Maine Chocolate Confections and Harrington House. This motel is within close proximity of Freeport Historical Society and Theater of Awesome.Rooms Make yourself at home in one of the 62 air-conditioned guestrooms. Complimentary wireless Internet access keeps you connected, and satellite programming is available for your entertainment. Bathrooms have shower/tub combinations and hair dryers. Conveniences include desks and complimentary weekday newspapers, as well as phones with free local calls.Rec, Spa, Premium Amenities Make use of convenient amenities, which include complimentary wireless Internet access and a television in the lobby.Dining A complimentary continental breakfast is served daily.Business, Other Amenities Featured amenities include a 24-hour business center, a 24-hour front desk, and luggage storage. Free self parking is available onsite.
See detailsSebago Lake Lodge and Cottages
Vacation Home
Sebago Lake Lodge and Cottages Location
With a stay at Sebago Lake Lodge and Cottages in Standish, you'll be just steps from Sebago Lake and Sebago Lake Basin. This hotel is 0.1 mi (0.1 km) from Jordan Bay and 1.2 mi (1.9 km) from Seacoast Adventure.
Sebago Lake Lodge and Cottages Facility and Service
This hotel offers designated smoking areas.
Sebago Lake Lodge and Cottages Rooms
Make yourself at home in one of the 2 guestrooms. Complimentary wireless internet access is available to keep you connected. Conveniences include irons/ironing boards, and housekeeping is provided on request.
Important Information
This property is closed from October 11 2026 to May 31 2027 (dates subject to change).
See detailsWith a stay at Sebago Lake Lodge and Cottages in Standish, you'll be just steps from Sebago Lake and Sebago Lake Basin. This hotel is 0.1 mi (0.1 km) from Jordan Bay and 1.2 mi (1.9 km) from Seacoast Adventure.
Sebago Lake Lodge and Cottages Facility and Service
This hotel offers designated smoking areas.
Sebago Lake Lodge and Cottages Rooms
Make yourself at home in one of the 2 guestrooms. Complimentary wireless internet access is available to keep you connected. Conveniences include irons/ironing boards, and housekeeping is provided on request.
Important Information
This property is closed from October 11 2026 to May 31 2027 (dates subject to change).
Econo Lodge (Freport)
Vacation Home
Make use of convenient amenities such as complimentary wireless internet access, a television in a common area, and a vending machine. A complimentary continental breakfast is served daily from 7:00 AM to 10:00 AM. Featured amenities include complimentary newspapers in the lobby, a 24-hour front desk, and luggage storage. Free self parking is available onsite. Make yourself at home in one of the 62 air-conditioned rooms featuring refrigerators and LCD televisions. Complimentary wireless internet access keeps you connected, and satellite programming is available for your entertainment. Bathrooms have shower/tub combinations and hair dryers. Conveniences include desks and complimentary weekday newspapers, as well as phones with free local calls. Distances are displayed to the nearest 0. 1 mile and kilometer. Casco Bay - 0. 1 km / 0. 1 mi- Wilbur's of Maine Chocolate Confections - 1. 1 km / 0. 7 mi- Bradbury Mountain State Park - 1. 2 km / 0. 7 mi- Harrington House - 2. 4 km / 1.
See detailsEcono Lodge Freeport - Brunswick Area
Vacation Home
Econo Lodge Freeport - Brunswick Area Location
With a stay at Econo Lodge Freeport - Brunswick Area in Freeport, you'll be within a 5-minute drive of LL Bean Flagship Store and Casco Bay. This motel is 0.7 mi (1.1 km) from Wilbur's of Maine Chocolate Confections and 0.8 mi (1.3 km) from Bradbury Mountain State Park.
Econo Lodge Freeport - Brunswick Area Facility and Service
Make use of convenient amenities such as complimentary wireless internet access, a television in a common area, and a vending machine.
Econo Lodge Freeport - Brunswick Area Rooms
Make yourself at home in one of the 62 air-conditioned rooms featuring refrigerators and LCD televisions. Complimentary wireless internet access keeps you connected, and satellite programming is available for your entertainment. Bathrooms have shower/tub combinations and hair dryers. Conveniences include desks and complimentary weekday newspapers, as well as phones with free local calls.
Restaurant and Cafe
A complimentary continental breakfast is served daily from 7:00 AM to 10:00 AM.
See detailsWith a stay at Econo Lodge Freeport - Brunswick Area in Freeport, you'll be within a 5-minute drive of LL Bean Flagship Store and Casco Bay. This motel is 0.7 mi (1.1 km) from Wilbur's of Maine Chocolate Confections and 0.8 mi (1.3 km) from Bradbury Mountain State Park.
Econo Lodge Freeport - Brunswick Area Facility and Service
Make use of convenient amenities such as complimentary wireless internet access, a television in a common area, and a vending machine.
Econo Lodge Freeport - Brunswick Area Rooms
Make yourself at home in one of the 62 air-conditioned rooms featuring refrigerators and LCD televisions. Complimentary wireless internet access keeps you connected, and satellite programming is available for your entertainment. Bathrooms have shower/tub combinations and hair dryers. Conveniences include desks and complimentary weekday newspapers, as well as phones with free local calls.
Restaurant and Cafe
A complimentary continental breakfast is served daily from 7:00 AM to 10:00 AM.
Maine Stay Lake House-limit12 4 Bedroom Home by RedAwning
Vacation Home
Maine Stay Lake House-limit12 4 Bedroom Home by RedAwning Location
Located in Sebago, this vacation home is near the beach, within a 5-minute walk of Sebago Lake and Long Beach Marina. This vacation home is 6.7 mi (10.7 km) from Sebago Cove and 7.2 mi (11.7 km) from Trickey Pond.
Maine Stay Lake House-limit12 4 Bedroom Home by RedAwning Rooms
Make yourself comfortable in your vacation home, which features a refrigerator. Complimentary wireless internet access is available to keep you connected. The bathroom has a bathtub or shower.Conveniences include a coffee/tea maker and a ceiling fan.
See detailsLocated in Sebago, this vacation home is near the beach, within a 5-minute walk of Sebago Lake and Long Beach Marina. This vacation home is 6.7 mi (10.7 km) from Sebago Cove and 7.2 mi (11.7 km) from Trickey Pond.
Maine Stay Lake House-limit12 4 Bedroom Home by RedAwning Rooms
Make yourself comfortable in your vacation home, which features a refrigerator. Complimentary wireless internet access is available to keep you connected. The bathroom has a bathtub or shower.Conveniences include a coffee/tea maker and a ceiling fan.
Blueberry More Limit 17 7 Bedroom Home by RedAwning
Vacation Home
Blueberry More Limit 17 7 Bedroom Home by RedAwning Location
With a stay at this vacation home in Raymond, you'll be near the beach, just a 2-minute walk from Sebago Lake and 9 minutes by foot from Jordan Bay. This vacation home is 1.1 mi (1.8 km) from Raymond Cape and 5.2 mi (8.3 km) from Blacksmiths.
Blueberry More Limit 17 7 Bedroom Home by RedAwning Facility and Service
Enjoy the recreation opportunities such as an outdoor pool or make use of other amenities including barbecue grills.
Blueberry More Limit 17 7 Bedroom Home by RedAwning Rooms
Make yourself comfortable in your vacation home, which features a refrigerator. Complimentary wireless internet access is available to keep you connected. The bathroom has a bathtub or shower.
See detailsWith a stay at this vacation home in Raymond, you'll be near the beach, just a 2-minute walk from Sebago Lake and 9 minutes by foot from Jordan Bay. This vacation home is 1.1 mi (1.8 km) from Raymond Cape and 5.2 mi (8.3 km) from Blacksmiths.
Blueberry More Limit 17 7 Bedroom Home by RedAwning Facility and Service
Enjoy the recreation opportunities such as an outdoor pool or make use of other amenities including barbecue grills.
Blueberry More Limit 17 7 Bedroom Home by RedAwning Rooms
Make yourself comfortable in your vacation home, which features a refrigerator. Complimentary wireless internet access is available to keep you connected. The bathroom has a bathtub or shower.
Loon Lodge Limit 8 3 Bedroom Home by RedAwning
Vacation Home
Loon Lodge Limit 8 3 Bedroom Home by RedAwning Location
With a stay at this villa in Standish, you'll be near the beach, just steps from Sebago Lake and a 2-minute drive from Long Beach Marina. This villa is 7.4 mi (11.9 km) from Little Watchic Pond and 7.5 mi (12.1 km) from Sebago Cove.
Loon Lodge Limit 8 3 Bedroom Home by RedAwning Rooms
Make yourself comfortable in your villa, which features a refrigerator. Complimentary wireless internet access is available to keep you connected. The bathroom has a bathtub or shower.
See detailsWith a stay at this villa in Standish, you'll be near the beach, just steps from Sebago Lake and a 2-minute drive from Long Beach Marina. This villa is 7.4 mi (11.9 km) from Little Watchic Pond and 7.5 mi (12.1 km) from Sebago Cove.
Loon Lodge Limit 8 3 Bedroom Home by RedAwning Rooms
Make yourself comfortable in your villa, which features a refrigerator. Complimentary wireless internet access is available to keep you connected. The bathroom has a bathtub or shower.
The 87th House
Vacation Home
The 87th House Location
With a stay at this condo in Portland (West End), you'll be within a 5-minute drive of State Theatre and Thompson's Point. This condo is 4.7 mi (7.5 km) from Maine Mall and 14.6 mi (23.4 km) from Old Orchard Beach.
The 87th House Facility and Service
This condo offers designated smoking areas.
The 87th House Rooms
Make yourself comfortable in this air-conditioned condo, featuring a kitchen with a full-sized refrigerator/freezer and an oven. A 60-inch Smart television with digital programming provides entertainment, while complimentary wireless internet access keeps you connected. Conveniences include a microwave and a washing machine.
See detailsWith a stay at this condo in Portland (West End), you'll be within a 5-minute drive of State Theatre and Thompson's Point. This condo is 4.7 mi (7.5 km) from Maine Mall and 14.6 mi (23.4 km) from Old Orchard Beach.
The 87th House Facility and Service
This condo offers designated smoking areas.
The 87th House Rooms
Make yourself comfortable in this air-conditioned condo, featuring a kitchen with a full-sized refrigerator/freezer and an oven. A 60-inch Smart television with digital programming provides entertainment, while complimentary wireless internet access keeps you connected. Conveniences include a microwave and a washing machine.
Bass Cove 1 Limit 6 3 Bedroom Home by RedAwning
Vacation Home
Bass Cove 1 Limit 6 3 Bedroom Home by RedAwning Location
When you stay at this vacation home in Casco, you'll be near the beach, just steps from Kettle Cove and Sebago Lake. This vacation home is 0.2 mi (0.3 km) from Point Sebago Golf Resort and 1 mi (1.6 km) from Sebago Lake State Park.
Bass Cove 1 Limit 6 3 Bedroom Home by RedAwning Rooms
Make yourself comfortable in your vacation home, which features a refrigerator. Complimentary wireless internet access is available to keep you connected. The bathroom has a bathtub or shower.Conveniences include a coffee/tea maker and a ceiling fan.
See detailsWhen you stay at this vacation home in Casco, you'll be near the beach, just steps from Kettle Cove and Sebago Lake. This vacation home is 0.2 mi (0.3 km) from Point Sebago Golf Resort and 1 mi (1.6 km) from Sebago Lake State Park.
Bass Cove 1 Limit 6 3 Bedroom Home by RedAwning Rooms
Make yourself comfortable in your vacation home, which features a refrigerator. Complimentary wireless internet access is available to keep you connected. The bathroom has a bathtub or shower.Conveniences include a coffee/tea maker and a ceiling fan.
Renovated Farmhouse on an Acreage With Grill, Four-bedrooms, & W/D - River Views
Vacation Home
Renovated Farmhouse on an Acreage With Grill, Four-bedrooms, & W/D - River Views Location
Located in Brunswick, this vacation home is a 1-minute drive from Casco Bay and 8 minutes from Maine Street. This vacation home is 14.2 mi (22.8 km) from LL Bean Flagship Store and 2.6 mi (4.1 km) from Brunswick Town Commons.
Renovated Farmhouse on an Acreage With Grill, Four-bedrooms, & W/D - River Views Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.
See detailsLocated in Brunswick, this vacation home is a 1-minute drive from Casco Bay and 8 minutes from Maine Street. This vacation home is 14.2 mi (22.8 km) from LL Bean Flagship Store and 2.6 mi (4.1 km) from Brunswick Town Commons.
Renovated Farmhouse on an Acreage With Grill, Four-bedrooms, & W/D - River Views Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.
Oceanfront Home With Dock, Beautiful Deck & Firepit - Steps to the Beach
Vacation Home
Oceanfront Home With Dock, Beautiful Deck & Firepit - Steps to the Beach Location
When you stay at this vacation home in Harpswell, you'll be near the beach and steps from Casco Bay. This vacation home is 20.5 mi (33 km) from LL Bean Flagship Store and 2.2 mi (3.6 km) from Mitchell Field.
Oceanfront Home With Dock, Beautiful Deck & Firepit - Steps to the Beach Facility and Service
Make use of convenient amenities, which include complimentary wireless internet access and barbecue grills.
Oceanfront Home With Dock, Beautiful Deck & Firepit - Steps to the Beach Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.
See detailsWhen you stay at this vacation home in Harpswell, you'll be near the beach and steps from Casco Bay. This vacation home is 20.5 mi (33 km) from LL Bean Flagship Store and 2.2 mi (3.6 km) from Mitchell Field.
Oceanfront Home With Dock, Beautiful Deck & Firepit - Steps to the Beach Facility and Service
Make use of convenient amenities, which include complimentary wireless internet access and barbecue grills.
Oceanfront Home With Dock, Beautiful Deck & Firepit - Steps to the Beach Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.
Serene Waterfront Home w/ a Dock, Large Deck & Amazing Views!
Vacation Home
Serene Waterfront Home w/ a Dock, Large Deck & Amazing Views! Location
With a stay at this vacation home in Harpswell, you'll be within a 15-minute drive of Casco Bay and Bailey Island Bridge. This vacation home is 19.5 mi (31.4 km) from LL Bean Flagship Store and 6.3 mi (10.1 km) from Thomas Point Beach.
Serene Waterfront Home w/ a Dock, Large Deck & Amazing Views! Facility and Service
Make use of convenient amenities, which include complimentary wireless internet access and barbecue grills.
Serene Waterfront Home w/ a Dock, Large Deck & Amazing Views! Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.
See detailsWith a stay at this vacation home in Harpswell, you'll be within a 15-minute drive of Casco Bay and Bailey Island Bridge. This vacation home is 19.5 mi (31.4 km) from LL Bean Flagship Store and 6.3 mi (10.1 km) from Thomas Point Beach.
Serene Waterfront Home w/ a Dock, Large Deck & Amazing Views! Facility and Service
Make use of convenient amenities, which include complimentary wireless internet access and barbecue grills.
Serene Waterfront Home w/ a Dock, Large Deck & Amazing Views! Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.
Laurel Shores 3br/3ba Oceanfront Harpswell Retreat w/ Deck
Vacation Home
Laurel Shores 3br/3ba Oceanfront Harpswell Retreat w/ Deck Location
With a stay at this vacation home in Harpswell, you'll be within a 15-minute drive of Casco Bay and Brunswick Naval Aviation Museum. This vacation home is 19.8 mi (31.9 km) from LL Bean Flagship Store and 6.6 mi (10.6 km) from Thomas Point Beach.
Laurel Shores 3br/3ba Oceanfront Harpswell Retreat w/ Deck Facility and Service
Make use of convenient amenities, which include complimentary wireless internet access and barbecue grills.
Laurel Shores 3br/3ba Oceanfront Harpswell Retreat w/ Deck Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.
See detailsWith a stay at this vacation home in Harpswell, you'll be within a 15-minute drive of Casco Bay and Brunswick Naval Aviation Museum. This vacation home is 19.8 mi (31.9 km) from LL Bean Flagship Store and 6.6 mi (10.6 km) from Thomas Point Beach.
Laurel Shores 3br/3ba Oceanfront Harpswell Retreat w/ Deck Facility and Service
Make use of convenient amenities, which include complimentary wireless internet access and barbecue grills.
Laurel Shores 3br/3ba Oceanfront Harpswell Retreat w/ Deck Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.
Water-view Retreat With Beach Access, Deck, Grill, EV Charger & Lawn Games
Vacation Home
Water-view Retreat With Beach Access, Deck, Grill, EV Charger & Lawn Games Location
When you stay at this vacation home in Harpswell, you'll be near the beach and steps from Casco Bay. This vacation home is 18.1 mi (29.2 km) from LL Bean Flagship Store and 4.9 mi (7.9 km) from Mitchell Field.
Water-view Retreat With Beach Access, Deck, Grill, EV Charger & Lawn Games Facility and Service
Make use of convenient amenities such as complimentary wireless internet access, an arcade/game room, and barbecue grills.
Water-view Retreat With Beach Access, Deck, Grill, EV Charger & Lawn Games Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.
See detailsWhen you stay at this vacation home in Harpswell, you'll be near the beach and steps from Casco Bay. This vacation home is 18.1 mi (29.2 km) from LL Bean Flagship Store and 4.9 mi (7.9 km) from Mitchell Field.
Water-view Retreat With Beach Access, Deck, Grill, EV Charger & Lawn Games Facility and Service
Make use of convenient amenities such as complimentary wireless internet access, an arcade/game room, and barbecue grills.
Water-view Retreat With Beach Access, Deck, Grill, EV Charger & Lawn Games Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.
Gray Woodland Escape Golf, Pool & Cinema 5 Bedroom Home
Vacation Home
Gray Woodland Escape Golf, Pool & Cinema 5 Bedroom Home Location
When you stay at this vacation home in Gray, you'll be next to a golf course and within a short 4-minute drive from Little Sebago Lake. This golf vacation home is 2.8 mi (4.5 km) from Maine Wildlife Park and 5.1 mi (8.2 km) from Panther Pond.
Gray Woodland Escape Golf, Pool & Cinema 5 Bedroom Home Facility and Service
Enjoy the recreation opportunities such as an outdoor pool or make use of other amenities including barbecue grills.
Gray Woodland Escape Golf, Pool & Cinema 5 Bedroom Home Rooms
Make yourself comfortable in this vacation home, which features a private hot tub and a Smart TV. A kitchen is outfitted with a refrigerator and an oven. Complimentary wireless internet access is available to keep you connected. Conveniences include a coffee/tea maker and a washing machine, and you can also request a crib/infant bed (surcharge).
See detailsWhen you stay at this vacation home in Gray, you'll be next to a golf course and within a short 4-minute drive from Little Sebago Lake. This golf vacation home is 2.8 mi (4.5 km) from Maine Wildlife Park and 5.1 mi (8.2 km) from Panther Pond.
Gray Woodland Escape Golf, Pool & Cinema 5 Bedroom Home Facility and Service
Enjoy the recreation opportunities such as an outdoor pool or make use of other amenities including barbecue grills.
Gray Woodland Escape Golf, Pool & Cinema 5 Bedroom Home Rooms
Make yourself comfortable in this vacation home, which features a private hot tub and a Smart TV. A kitchen is outfitted with a refrigerator and an oven. Complimentary wireless internet access is available to keep you connected. Conveniences include a coffee/tea maker and a washing machine, and you can also request a crib/infant bed (surcharge).
Dog-friendly Home With High-speed Wifi, Washer/dryer, & Private Dock
Vacation Home
Dog-friendly Home With High-speed Wifi, Washer/dryer, & Private Dock Location
When you stay at this vacation home in Harpswell, you'll be steps from Casco Bay. This vacation home is 21.8 mi (35.2 km) from LL Bean Flagship Store and 8.6 mi (13.8 km) from Thomas Point Beach.
Dog-friendly Home With High-speed Wifi, Washer/dryer, & Private Dock Facility and Service
Take in the views from a terrace and make use of amenities such as complimentary wireless internet access and barbecue grills.
Dog-friendly Home With High-speed Wifi, Washer/dryer, & Private Dock Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.
See detailsWhen you stay at this vacation home in Harpswell, you'll be steps from Casco Bay. This vacation home is 21.8 mi (35.2 km) from LL Bean Flagship Store and 8.6 mi (13.8 km) from Thomas Point Beach.
Dog-friendly Home With High-speed Wifi, Washer/dryer, & Private Dock Facility and Service
Take in the views from a terrace and make use of amenities such as complimentary wireless internet access and barbecue grills.
Dog-friendly Home With High-speed Wifi, Washer/dryer, & Private Dock Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.
Dockside Retreat Limit 14 5 Bedroom Home
Vacation Home
Dockside Retreat Limit 14 5 Bedroom Home Location
Located in Sebago, this vacation home is a 1-minute drive from Sebago Lake and 5 minutes from Sebago Cove. This vacation home is 3.2 mi (5.1 km) from Trickey Pond and 4.5 mi (7.3 km) from Long Beach Marina.
Dockside Retreat Limit 14 5 Bedroom Home Rooms
Make yourself comfortable in your vacation home, featuring a refrigerator and a Smart TV. Complimentary wireless internet access is available to keep you connected. Conveniences include a coffee/tea maker and a washing machine.
See detailsLocated in Sebago, this vacation home is a 1-minute drive from Sebago Lake and 5 minutes from Sebago Cove. This vacation home is 3.2 mi (5.1 km) from Trickey Pond and 4.5 mi (7.3 km) from Long Beach Marina.
Dockside Retreat Limit 14 5 Bedroom Home Rooms
Make yourself comfortable in your vacation home, featuring a refrigerator and a Smart TV. Complimentary wireless internet access is available to keep you connected. Conveniences include a coffee/tea maker and a washing machine.
Vacation Homes in Cumberland
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