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Browse Select Madison Vacation Homes

Belgrade Lake house with Dock!

10.0 out of 10, Exceptional, (1)
"This property was so peaceful and quiet. It sits on a large lot with lots of privacy. The walk down to the dock is fun for kids, lots of rocks and it’s a little trail. We spent most of our time down at the dock. The views were spectacular, beautiful reflections in the water each morning, calm quiet lake and the sunset right in front of us each night. It wasn’t buggy and we used the kayak, but wear water shorts bc it does take in some water. We also brought our own paddle board and would highly...
Belgrade Lake house with Dock!

Lakefront home on Long Pond with private dock, firepit & woodstove- dog-friendly

9.2 out of 10, Wonderful, (20)
"The house & deck were very nice with beautiful view of the lake. It could use some typical amenities like tissues, hair dryer, etc. The main problem is getting to the house. It’s a 3/4 mile drive down a narrow stone road riddled with potholes and bumps. I was afraid I was going to do damage to the rental car and that’s driving at or lower than the 15mph speed limit! "
Lakefront home on Long Pond with private dock, firepit & woodstove- dog-friendly

Welcome Outdoor Enthusiasts! Atv and snowmobile access

10.0 out of 10, Exceptional, (14)
"Easy to extend the stay if you want"
Welcome Outdoor Enthusiasts! Atv and snowmobile access

Charming renovated Bank building direct access for ATV/ snowmobiles

9.0 out of 10, Wonderful, (14)
"Great place for an old bank. Only down side was no electrical outlets in the bathroom or toilet closet. Very convenient location for our needs"
The price is CA $124
CA $233 total
includes taxes & fees
Aug 11 - Aug 12
Charming renovated Bank building direct access for ATV/ snowmobiles

The Modern Maine Retreat

8.8 out of 10, Excellent, (8)
"Multi generation family in town to visit other family. Kitchen adequate for meal prep, "
The Modern Maine Retreat

Perfect Maine Getaway in a Recently Renovated Cabin!

9.6 out of 10, Exceptional, (15)
"Had a great time at the cabin, just steps from town. Would recommend if you want to close to everything."
Perfect Maine Getaway in a Recently Renovated Cabin!

Lakefront, Stunning Home only 30 min to Sugarloaf!

10.0 out of 10, Exceptional, (33)
"Don’t hesitate to book here .Great place .Clean and stunning lake frontage .Great hosts . "
The price is CA $552
CA $953 total
includes taxes & fees
Aug 10 - Aug 11
Lakefront, Stunning Home only 30 min to Sugarloaf!

Family, Friends and Fun for all

2.0 star property
10.0 out of 10, Exceptional, (2)
"We booked this location for our workers for the 2025 Master Amateur Invitational due to its proximity to the event grounds. The place was amazing and perfect for this event. The staff and the hosts were very responsive and accommodating to all our needs. I would recommend this place to anyone staying in the Pittsfield, ME area."
Family, Friends and Fun for all

Cozy Country Home - Sportsman & Outdoor Enthusiasts Welcome

2.0 star property
10.0 out of 10, Exceptional, (9)
"Clean and peaceful, perfect stay for after our wedding."
Cozy Country Home - Sportsman & Outdoor Enthusiasts Welcome

Carrabassett River Retreat

10.0 out of 10, Exceptional, (3)
"This place is stunning- great location very lucky to have stayed here"
Carrabassett River Retreat

NEW! Long Pond Lake View Getaway w/HOT TUB, ME

NEW! Long Pond Lake View Getaway w/HOT TUB, ME

Lake Front with Amazing Sunsets on McGrath Pond

10.0 out of 10, Exceptional, (18)
"Terrific camp! Clean, updated and lots to do. The big dock was a huge hit! Thank you!"
Lake Front with Amazing Sunsets on McGrath Pond

Discover Oakland charm near Colby College 10 min

2.0 star property
10.0 out of 10, Exceptional, (3)
"New, clean and had everything we needed. "
The price is CA $136
CA $363 total
includes taxes & fees
Sep 8 - Sep 9
Discover Oakland charm near Colby College 10 min

10-acre Cabin Escape

10.0 out of 10, Exceptional, (3)
"Great house, great host, great property manager. No complaints, will definitely book again when we are in the area "
10-acre Cabin Escape

Great Pond Waterfront: Dog-friendly Home Near Colby College

9.8 out of 10, Exceptional, (31)
"Thanks again for sharing your cottage with us! Everything was as described and the location was perfect. We’re looking forward to returning in the future."
Great Pond Waterfront: Dog-friendly Home Near Colby College

Sugarloaf Area/ Spectacular Upscale Log Home

9.6 out of 10, Exceptional, (51)
"We spent time at the log cabin with family and skiing at Sugarloaf and in Rangely. A great spot for all. Even our two labs loved it! We will likely rent again. "
Sugarloaf Area/ Spectacular Upscale Log Home

The Great Moose in Stunning Maine Swim, Fish & Kayak

8.0 out of 10, Very good, (4)
"Very basic accommodation. "
The Great Moose in Stunning Maine Swim, Fish & Kayak

Cozy Farm Stay | Pet-Friendly & Peaceful

10.0 out of 10, Exceptional, (4)
"Enjoyed a 2 night stay at this quiet country retreat. Our host was friendly and took time to visit. The kitchen was well stocked and it's a charming historic structure, equipped with modern conveniences. What more could you want! "
The price is CA $285
CA $474 total
includes taxes & fees
Aug 18 - Aug 19
Cozy Farm Stay | Pet-Friendly & Peaceful

Cozy Long Pond Cottage: private mooring & shared dock

9.8 out of 10, Exceptional, (16)
"The stay was a very nice place and we will be coming back with the whole family next time. "
Cozy Long Pond Cottage: private mooring & shared dock

Lakefront Escape w/ Dock, Fire Pit & Views

8.0 out of 10, Very good, (1)
"Walk to town location was ideal. Home is adorable with an amazing lake view. First couple of days were super hot so we would have liked a little AC, ceiling fans were fine once it cooled off a bit. I would stay here again!"
Lakefront Escape w/ Dock, Fire Pit & Views
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.
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