Search Vacation Homes in Hebron

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Vacation Homes in Hebron

Lakeside Living w\sandy beach, gas fireplace -easy 25 minute commute to Portland

10.0 out of 10, Exceptional, (29)
"We loved this place! So much natural light, amazing view, and close to all. HIGHLY recommend!!!"
Lakeside Living w\sandy beach, gas fireplace -easy 25 minute commute to Portland

Year-Round Lakeside Retreat

9.2 out of 10, Wonderful, (24)
"We had a wonderful stay. Everyone enjoyed themselves. Perfect location. It was very peaceful and loved that it was on the water. We would definitely recommend and wished we had more time to stay. "
Year-Round Lakeside Retreat

Quintessential lakefront cabin with canoe, grill, wood-burning fireplace, & AC

9.4 out of 10, Exceptional, (9)
"We really enjoyed our stay. My husband and I got up and canoed every day. The downstairs area is perfect for games and watching movies."
Quintessential lakefront cabin with canoe, grill, wood-burning fireplace, & AC

Cozy Home Away From Home! Right Outside of the City! Dog Friendly!

8.0 out of 10, Very Good, (6)
"Daughter lives in area it suited us just fine."
Cozy Home Away From Home! Right Outside of the City! Dog Friendly!

Lakefront-Swim-Kayak-FirePit-20min to Portland

9.6 out of 10, Exceptional, (9)
"We enjoyed being so close to the lake, and having the opportunity to visit Portland and the surrounding area all within a short drive."
Lakefront-Swim-Kayak-FirePit-20min to Portland

Wildwood Cabin Bridgton, ME

9.6 out of 10, Exceptional, (4)
"My family and I had a great stay! We were in town for skiing and shopping, and this home provided a perfect place for us to stay. The property was clean and cozy. Would definitely stay again."
Wildwood Cabin Bridgton, ME

The Hive Newly Renovated Chic Farmhouse & Barn

2.0 star property
The Hive Newly Renovated Chic Farmhouse & Barn

NICEST LAKEHOUSE IN MAINE -- PRIVATE BEACH -- LUXURY!

10.0 out of 10, Exceptional, (50)
"Lovely stay in this beautiful house on the serene lake!"
NICEST LAKEHOUSE IN MAINE -- PRIVATE BEACH -- LUXURY!

Lakeside retreat in Central Maine

9.8 out of 10, Exceptional, (82)
"This was a great place to spend the weekend. Spent the day out on the ice and came in to a shower that was very hot and had great pressure. The place was very clean and the kitchen was well equipped. Would love to stay here again at some point."
Lakeside retreat in Central Maine

Pleasant Dutch Retreat

Pleasant Dutch Retreat

Every window has a spectacular lake view Low fees

10.0 out of 10, Exceptional, (34)
"location was great, the lake and the wildlife were amazing. enjoyed sitting in the glassed in room each night listening to all of the sounds. the kids were a bit shocked by the 'don't drink the water' warnings, which caused a bit of drama, but otherwise, it was a much needed week away."
Every window has a spectacular lake view Low fees

Charming 2-bedroom house in marvelous Auburn with AC, WiFi, and fenced yard.

9.2 out of 10, Wonderful, (5)
"I enjoyed my stay. The amenities were perfect "
Charming 2-bedroom house in marvelous Auburn with AC, WiFi, and fenced yard.

5 Bedroom Lake House + Guest House with Hot Tub & Sauna!

9.8 out of 10, Exceptional, (8)
"This property is located on the breathtakingly beautiful Thomas pond. Both homes on the property are lovely. Communication with the owners was prompt and they were helpful in responding to our questions. We enjoyed a wonderful few days at the lake kayaking, hot tubbing and sitting by the firepit!"
5 Bedroom Lake House + Guest House with Hot Tub & Sauna!

Lakefront home on the western shore of Thompson Lake

9.4 out of 10, Exceptional, (6)
"a very lovely spot with many amenities. Everything we needed for our home away"
Lakefront home on the western shore of Thompson Lake

WATERFRONT ON BRANDY POND! SLEEPS 20!!

WATERFRONT ON BRANDY POND! SLEEPS 20!!

Songo River Bend House

2.0 star property
10.0 out of 10, Exceptional, (1)
Songo River Bend House

Private Beach - Indoor/Outdoor Living - 8 Kayaks/Canoes - Multi-Family Getaway

10.0 out of 10, Exceptional, (132)
"Perfect for multigenerational family vacation"
Private Beach - Indoor/Outdoor Living - 8 Kayaks/Canoes - Multi-Family Getaway

Point Sebago Gated Golf & Beach Community

10.0 out of 10, Exceptional, (3)
"The house was clean and well appointed. We would definitely stay here again!"
Point Sebago Gated Golf & Beach Community

Expansive Retreat - All-Season Contemporary Farmhouse [Lakes & Mountains]

9.2 out of 10, Wonderful, (10)
"Would stay here again. Loved the location and the size of the rooms! Perfect for a group and very pet friendly."
Expansive Retreat - All-Season Contemporary Farmhouse [Lakes & Mountains]

Located directly in central downtown and beach area, fish or kayak from backyard

8.0 out of 10, Very Good, (6)
"Enjoyed our stay. House was clean and well equipped. However, access to Lake Annabessacook is limited. Will consider staying there again in the future."
Located directly in central downtown and beach area, fish or kayak from backyard
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in