Holiday Rentals in Madison

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Holiday Rentals in Madison

Our top choices for Madison holiday rentals

2 bd private cabin,50 min to ski&snowmobile,Walk trails, 30 acre.1 pet allowed

10.0 out of 10, Exceptional, (38)
"Short stay to family and friends, the house was nice as always. "
The price is €300
includes taxes & fees
4 Sept - 5 Sept
2 bd private cabin,50 min to ski&snowmobile,Walk trails, 30 acre.1 pet allowed

Paddle, float, fish, or rope swing into the near by crystal clear mountain lake.

9.4 out of 10, Exceptional, (130)
"Everything was great! We really enjoyed the peace and quiet."
The price is €126
includes taxes & fees
7 Sept - 8 Sept
Paddle, float, fish, or rope swing into the near by crystal clear mountain lake.

Quiet rural Maine cabin near Bigelow Preserve, Flagstaff Lake and Sugarloaf

10.0 out of 10, Exceptional, (99)
"Terrific cabin in the heart of Western Maine mountains. Hosts are vey friendly and accommodating. I would definitely recommend this place and would stay there again!"
The price is €147
includes taxes & fees
4 Sept - 5 Sept
Quiet rural Maine cabin near Bigelow Preserve, Flagstaff Lake and Sugarloaf

Large Secluded Cabin on the Lake - Now booking 2+ night stays

10.0 out of 10, Exceptional, (59)
"Canin was well stocked, easy to access. Perfect for what we needed. "
Large Secluded Cabin on the Lake - Now booking 2+ night stays

Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes

9.4 out of 10, Exceptional, (60)
"Very pretty spot. Nice lake, good for kayaking.we enjoyed the fire pit. "
Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes

Central Maine Apartment offering 4 Seasons of Fun.

10.0 out of 10, Exceptional, (39)
"Very comfortable and clean VRBO!The hosts were very kind and easy to work with!!Great location for getting into Colby Highly recommend this location for people visiting in the area"
The price is €204
includes taxes & fees
4 Sept - 5 Sept
Central Maine Apartment offering 4 Seasons of Fun.

Sister A-Frame in Woods B

10.0 out of 10, Exceptional, (4)
"Great stay. Would stay here again if in the area."
The price is €200
includes taxes & fees
4 Sept - 5 Sept
Sister A-Frame in Woods B

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 €149
includes taxes & fees
4 Sept - 5 Sept
Charming renovated Bank building direct access for ATV/ snowmobiles

Streamside Campsite plus tiny cabin combines classic camping with rustic charm!!

9.8 out of 10, Exceptional, (105)
"Enjoyed our stay. ATV trails nearby. "
Streamside Campsite plus tiny cabin combines classic camping with rustic charm!!

Welcome Outdoor Enthusiasts! Atv and snowmobile access

10.0 out of 10, Exceptional, (18)
"Easy to extend the stay if you want"
Welcome Outdoor Enthusiasts! Atv and snowmobile access

Cozy House in the heart of Waterville Maine.

9.6 out of 10, Exceptional, (43)
"Loved the cozy home! We would stay there again in a heartbeat. The only thing that we would have been nice is if there was a tv in the main bedroom, but that’s just a personal preference. "
Cozy House in the heart of Waterville Maine.

Lakefront, Stunning Home only 30 min to Sugarloaf!

10.0 out of 10, Exceptional, (35)
"Don’t hesitate to book here .Great place .Clean and stunning lake frontage .Great hosts . "
Lakefront, Stunning Home only 30 min to Sugarloaf!

Spacious Riverside Cabin Near Sugarloaf – Perfect for Family Getaways

9.6 out of 10, Exceptional, (53)
"Frank was a great host! Beautiful location "
Spacious Riverside Cabin Near Sugarloaf – Perfect for Family Getaways

Central Maine Waterfront

9.8 out of 10, Exceptional, (7)
"This property was full off character with barn wood lined walls and cute fixtures. John was incredibly hospitable and made us feel like family. "
Central Maine Waterfront

Lakefront cabin on North Pond with private beach

9.4 out of 10, Exceptional, (6)
"We came to Maine to relax and decompress. This spot was perfect for that The quiet was just what we needed and the property was clean, spacious and comfortable."
Lakefront cabin on North Pond with private beach

Classic and adorable Maine camp on North Pond in the Belgrade Lakes

10.0 out of 10, Exceptional, (32)
"Beautiful cabin in an idyllic location! We always enjoy our week at Blessings and hope to return!"
Classic and adorable Maine camp on North Pond in the Belgrade Lakes

The Modern Maine Retreat

8.8 out of 10, Excellent, (11)
"Multi generation family in town to visit other family. Kitchen adequate for meal prep, "
The Modern Maine Retreat

Lakefront home on McGrath Pond - once featured on Maine Cabin Masters

9.2 out of 10, Wonderful, (24)
"Had a wonderful time. Loon Cove is exactly that, the Loons were everywhere. The cabin was comfortable and well appointed. I really enjoyed my stay. I have one criticism, the sheer curtains in the bedrooms and bathrooms need to have a privacy/darkening option. The sun comes up at 4:30am and the trash guy, landscaper and nature viewers were on and around the property throughout my stay. "
Lakefront home on McGrath Pond - once featured on Maine Cabin Masters

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

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

Cozy Long Pond Cottage: private mooring & shared dock

9.8 out of 10, Exceptional, (17)
"Very nice weekend and great host- very responsive!"
Cozy Long Pond Cottage: private mooring & shared dock
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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Top Madison Hotel Reviews

Find out more about Madison

Find out more about Madison

Everything you need to know about Madison holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Madison holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Madison holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Madison holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Madison. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Madison holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Madison holiday rentals we have selected for you start as low as €126 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Madison rentals

At Expedia, we put the best Madison holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Madison rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Madison holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Madison. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Madison?

Yes, there are holiday rentals close to the most popular sights in Madison, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Madison has to offer?

Charming renovated Bank building direct access for ATV/ snowmobiles: This holiday home rental outside of Madison is located on a lake, and has a patio, a selection of games and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals will I find in Madison?

With 9 Expedia holiday rentals, you're guaranteed to find just the right place for your Madison stay.

What’s there to see and do in Madison?

While you're exploring the area, Kennebec River and Embden Pond are a couple of picturesque spots to get outside and enjoy nature. Skowhegan State Fairgrounds and University of Maine - Farmington are a couple of places you'll find in the wider area.

What’s a holiday rental in Madison like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Madison. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for families.