Madison Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
    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

In two weeks
In two months
In three months
In four months

Holiday Rentals in Madison

Lake Front House ~ Fire pit ~ Canoes/Kayaks ~ Large Deck ~Grill - Secluded Beach

9.6 out of 10, Exceptional, (72)
"We had an awesome experience and vacation. Quiet, peaceful, beautiful scenery. The house was so unique with so much charm. We had beautiful weather. The water was clear and warm. Our boxer and frenchie had a blast running around and swimming. My family feels truly blessed this house was shared with us to enjoy:). Thank you!!!!"
Lake Front House ~ Fire pit ~ Canoes/Kayaks ~ Large Deck ~Grill - Secluded Beach

Lovely private cabin on 30 acres with walking trails & fire pit. 1 pet allowed

10.0 out of 10, Exceptional, (39)
"Short stay to family and friends, the house was nice as always. "
The price is NZ$589
includes taxes & fees
1 Nov - 2 Nov
Lovely private cabin on 30 acres with walking trails & fire pit. 1 pet allowed

Cozy Lakefront Madison Cabin w/ Dock & Kayaks

3.0 star property
Cozy Lakefront Madison Cabin w/ Dock & Kayaks

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

9.4 out of 10, Exceptional, (132)
"Everything was great! We really enjoyed the peace and quiet."
The price is NZ$250
includes taxes & fees
4 Nov - 5 Nov
Paddle, float, fish, or rope swing into the near by crystal clear mountain lake.

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

10.0 out of 10, Exceptional, (64)
"Great location! Amy is a fantastic host and she has provided everything for a relaxing stay on East Pond. "
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, (61)
"Great family camp right on the water with great views and paddle boats to play and fish the lake. Nice host, it was a peaceful stay!"
Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes

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

10.0 out of 10, Exceptional, (101)
"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 NZ$280
includes taxes & fees
7 Oct - 8 Oct
Quiet rural Maine cabin near Bigelow Preserve, Flagstaff Lake and Sugarloaf

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

9.8 out of 10, Exceptional, (108)
"The wife and I and our fur baby Handsome Hank has a fantastic stay here . Only issue we had is the outdoor kitchen needs some work on the counter. We arrived too fresh cut flowers on the table. The yard / woods had been recently raked. I have already recommended this lovely top to some friends and family. Five star ⭐⭐⭐ ⭐⭐. "
Streamside Campsite plus tiny cabin combines classic camping with rustic charm!!

Cozy Long Pond Cottage: private mooring & shared dock

9.8 out of 10, Exceptional, (19)
"Very nice weekend and great host- very responsive!"
Cozy Long Pond Cottage: private mooring & shared dock

Cozy House in the heart of Waterville Maine.

9.6 out of 10, Exceptional, (45)
"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.

Sister A-Frame in Woods B

10.0 out of 10, Exceptional, (6)
"Great stay. Would stay here again if in the area."
The price is NZ$398
includes taxes & fees
9 Oct - 10 Oct
Sister A-Frame in Woods B

Lakefront, Stunning Home only 30 min to Sugarloaf!

10.0 out of 10, Exceptional, (36)
"The house was very comfortable. Grass and lake well maintained. Plenty of towels and the whirlpool bath was very a nice bonus. Kayaks were fun. "
Lakefront, Stunning Home only 30 min to Sugarloaf!

Classy AF Home Steps from Colby and Trails

10.0 out of 10, Exceptional, (46)
"Clean, comfortable and incredibly close to campus for a college visit."
Classy AF Home Steps from Colby and Trails

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

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

Welcome Outdoor Enthusiasts! Atv and snowmobile access

10.0 out of 10, Exceptional, (23)
"We are building a cabin nearby and this place was perfect for us. Close to everything beautiful , convent and clean. "
Welcome Outdoor Enthusiasts! Atv and snowmobile access

Central Maine Apartment offering 4 Seasons of Fun.

10.0 out of 10, Exceptional, (42)
"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 NZ$422
includes taxes & fees
3 Nov - 4 Nov
Central Maine Apartment offering 4 Seasons of Fun.

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

9.2 out of 10, Wonderful, (25)
"beautiful spot on the lake, clean and comfortable, great kayaking"
Lakefront home on McGrath Pond - once featured on Maine Cabin Masters

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!

Charming cabin in the birches right on the atv trail!

2.0 star property
9.0 out of 10, Wonderful, (6)
"I felt very comfortable. It's a very nice cabin, it has all the amenities, and it's perfect for sharing as a couple or as a family. I had a great time."
Charming cabin in the birches right on the atv trail!

The Modern Maine Retreat

8.6 out of 10, Excellent, (13)
"Multi generation family in town to visit other family. Kitchen adequate for meal prep, "
The Modern Maine Retreat
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

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, 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 NZ$250 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?

Lake Front House ~ Fire pit ~ Canoes/Kayaks ~ Large Deck ~Grill - Secluded Beach: This highly rated holiday home rental in Madison is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

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.