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Madison Holiday Rentals

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Madison holiday rentals

A modern building with a black exterior and a large glass entrance.

1. Charming 1-bedroom building with WiFi, AC in brilliant Madison Maine

Charming 1-bedroom building with WiFi, AC in brilliant Madison Maine
Madison
9.4 out of 10, Exceptional, (8 reviews)
"Excellent service and perfect for our stay. Would book again!"
United States
Scott
The price is NZ$246
includes taxes & fees
31 Aug - 1 Sept
Charming 1-bedroom building with WiFi, AC in brilliant Madison Maine
A modern building with a black exterior, a wooden-framed entrance, and a stone staircase leading up to a glass door.

2. Spacious modern living in a quite neighborhood

Spacious modern living in a quite neighborhood
Madison
10.0 out of 10, Exceptional, (2 reviews)
"Mila was always available when I needed anything. Very flexible and the place was nice."
United States
Donna B.
The price is NZ$282
includes taxes & fees
31 Aug - 1 Sept
Spacious modern living in a quite neighborhood
A stone fire pit with a red Adirondack chair and a picnic table with a striped umbrella in a grassy outdoor area.

3. Cabin,30 acres, privacy, Fire pit, picnic table, BBQ, trails & close to town.

Cabin,30 acres, privacy, Fire pit, picnic table, BBQ, trails & close to town.
Madison
10.0 out of 10, Exceptional, (45 reviews)
"Great experience"
United States
Chase D.
The price is NZ$610
includes taxes & fees
3 Sept - 4 Sept
Cabin,30 acres, privacy, Fire pit, picnic table, BBQ, trails & close to town.
A wooden kitchen with a large window, a black countertop, and three bar stools.

4. Welcome to "the east Madison chapel"

Welcome to "the east Madison chapel"
Madison
10.0 out of 10, Exceptional, (2 reviews)
"Great for kids. Lots of space. Convenient location. Plenty to do locally or venture out to explore. Recommend renting the golf cart to get back and forth down the camp road to the dock.. water is clear and clean, rock bottom at shore. Fast response from host who lives close by."
United States
Melissa B.
The price is NZ$1,179
includes taxes & fees
31 Aug - 1 Sept
Welcome to "the east Madison chapel"

5. Dog Friendly, Steps to Lake, Golf, & Theate

Dog Friendly, Steps to Lake, Golf, & Theate
Madison
The price is NZ$809
includes taxes & fees
1 Sept - 2 Sept
Dog Friendly, Steps to Lake, Golf, & Theate
A cabin with a deck, a covered outdoor seating area, and a small porch.

6. Paddle, float, fish, or rope swing into the lake. Direct ATV trail access too!

Paddle, float, fish, or rope swing into the lake. Direct ATV trail access too!
Strong
9.4 out of 10, Exceptional, (149 reviews)
"Amazing host. Very nice place and very accommodating!!"
United States
Lilly B.
The price is NZ$286
includes taxes & fees
31 Aug - 1 Sept
Paddle, float, fish, or rope swing into the lake. Direct ATV trail access too!
A dense forest with tall trees and lush green ferns.

7. Minimal & Cozy Victorian Private Room in Downtown Skowhegan

Minimal & Cozy Victorian Private Room in Downtown Skowhegan
Skowhegan
The price is NZ$562
includes taxes & fees
6 Sept - 7 Sept
Minimal & Cozy Victorian Private Room in Downtown Skowhegan
A wooden cabin with a dining area and a window overlooking a forest.

8. Rural Maine cabin near Flagstaff Lake and Sugarloaf

Rural Maine cabin near Flagstaff Lake and Sugarloaf
Highland Plantation
10.0 out of 10, Exceptional, (120 reviews)
"This was such a great stay for a friend and I who were visiting sugarloaf over the weekend. Highly recommend, the absolute sweetest hosts. Thank you for having us, will stay again!"
United States
Ryan Y.
The price is NZ$286
includes taxes & fees
31 Aug - 1 Sept
Rural Maine cabin near Flagstaff Lake and Sugarloaf
A modern living room with a beige sofa, a dining area with a wooden table and chairs, a kitchen with white cabinets, and a mounted TV on the wall.

9. Charming renovated Bank building direct access for ATV/ snowmobiles

Charming renovated Bank building direct access for ATV/ snowmobiles
Bingham
9.2 out of 10, Wonderful, (25 reviews)
"We only stayed for one night, but it had everything we needed, it was very clean and comfy!!"
United States
Dan E.
The price is NZ$285
includes taxes & fees
3 Sept - 4 Sept
Charming renovated Bank building direct access for ATV/ snowmobiles
A living room with a sofa, a coffee table, a rug, and a painting on the wall.

10. Country setting close to lake 1 bedroom queen bed sofa, full kitchens and bath

Country setting close to lake 1 bedroom queen bed sofa, full kitchens and bath
Smithfield
The price is NZ$276
includes taxes & fees
30 Sept - 1 Oct
Country setting close to lake 1 bedroom queen bed sofa, full kitchens and bath
A spacious living area with a large wooden dining table, a built-in kitchen island, and a view of the outdoors through large windows.

11. A soul soothing escape. Artistically built and lovingly maintained.

A soul soothing escape. Artistically built and lovingly maintained.
New Sharon
10.0 out of 10, Exceptional, (30 reviews)
"Loved the cabin and the view!! Had a great stay, thank you to our host!! Would love to stay again "
United States
Matt W.
The price is NZ$746
includes taxes & fees
29 Sept - 30 Sept
A soul soothing escape. Artistically built and lovingly maintained.
A bedroom with a bed, a bedside table, a lamp, and a window with curtains.

12. The heart of the Belgrade Lakes

The heart of the Belgrade Lakes
Oakland
9.0 out of 10, Wonderful, (10 reviews)
"Host was very accommodating "
United States
Maureen
The price is NZ$394
includes taxes & fees
31 Aug - 1 Sept
The heart of the Belgrade Lakes
A wooden cabin with a porch, a door, and a green chair.

13. Sister A-Frame in Woods B

Sister A-Frame in Woods B
Oakland
10.0 out of 10, Exceptional, (11 reviews)
"Great stay. Would stay here again if in the area."
United States
Amanda M.
The price is NZ$440
includes taxes & fees
31 Aug - 1 Sept
Sister A-Frame in Woods B
A room with a herringbone-patterned floor, a built-in bench, a wardrobe with a mirrored door, and a vent on the wall.

14. Fabulous 3-bedroom RV with direct access to the Sebasticook River!

Fabulous 3-bedroom RV with direct access to the Sebasticook River!
Benton
9.4 out of 10, Exceptional, (3 reviews)
"Beautiful camper and property! We loved it!"
United States
Tracy D.
The price is NZ$240
includes taxes & fees
31 Aug - 1 Sept
Fabulous 3-bedroom RV with direct access to the Sebasticook River!
A single-story house with a gray siding exterior, a white front door, and two flower planters on either side of the entrance.

15. Discover Oakland charm near Colby College 10 min

Discover Oakland charm near Colby College 10 min
Oakland
9.8 out of 10, Exceptional, (16 reviews)
"House very clean and convenient location for what we had going on. "
United States
Tammy W.
The price is NZ$496
includes taxes & fees
17 Sept - 18 Sept
Discover Oakland charm near Colby College 10 min
A modern kitchen with a black refrigerator, dark cabinets, and a wooden dining table with a bench.

16. Cozy newly built 1-bedroom unit 2 Kentucky Bay in charming Smithfield Maine

Cozy newly built 1-bedroom unit 2 Kentucky Bay in charming Smithfield Maine
Smithfield
10.0 out of 10, Exceptional, (3 reviews)
"WE were delighted in our accommodations. The apartment was lovely and very clean. Lynne was very responsive to my numerous questions. The location was centralized to hiking and biking trails and a quick jaunt to Augusta for the triathlon. I have to say that I slept like a baby too which is not a normal occurence for me. The mattress was so very comfortable. We would not hesitate to book here again. Thank you for a lovely visit."
United States
Cheri A.
The price is NZ$258
includes taxes & fees
7 Sept - 8 Sept
Cozy newly built 1-bedroom unit 2 Kentucky Bay in charming Smithfield Maine
A cozy cabin interior with a wooden floor, a sofa, a table, and a television mounted on the wall.

17. Charming cabin in the birches right on the atv trail!

Charming cabin in the birches right on the atv trail!
Fairfield
8.6 out of 10, Excellent, (9 reviews)
"The Host was great, I highly recommend this spot, everything was super smooth and the cabin was beautiful. "
United States
Jason B.
The price is NZ$290
includes taxes & fees
3 Sept - 4 Sept
Charming cabin in the birches right on the atv trail!
A house with a white front door, a wreath, and flower boxes on the windowsills.

18. Arden Cottage

Arden Cottage
Mount Vernon
The price is NZ$733
includes taxes & fees
31 Aug - 1 Sept
Arden Cottage
A two-story house with a red door, a front porch, and a small front yard with a wooden deck and flowers.

19. Comfortable, Peaceful 3-Bedroom Apartment with AC. Pet-Friendly!

Comfortable, Peaceful 3-Bedroom Apartment with AC. Pet-Friendly!
Bingham
The price is NZ$391
includes taxes & fees
14 Sept - 15 Sept
Comfortable, Peaceful 3-Bedroom Apartment with AC. Pet-Friendly!
A rustic wooden cabin with a gabled roof, a central door, and a chimney.

20. Rustic, Private Log Cabin near Augusta, Maine, Perfect for a Weekend Getaway in Nature

Rustic, Private Log Cabin near Augusta, Maine, Perfect for a Weekend Getaway in Nature
Pleasant Ridge Plantation
The price is NZ$250
includes taxes & fees
31 Aug - 1 Sept
Rustic, Private Log Cabin near Augusta, Maine, Perfect for a Weekend Getaway in Nature
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

Holiday Inn Express & Suites Waterville - North by IHG

Holiday Inn Express & Suites Waterville - North by IHG

10/10 Excellent
"Had a lovely stay here as a base for Acadia. While it was further out, we wanted a country road trip so we got that (about 2.5 hours each way). The staff was wonderful checking in and out as well as at the breakfast. We enjoyed French toast, turkey sausages, and cinnamon buns (but they also had cereal, yoghurt, eggs, and more). Loved that the fitness center was open 24 hours. Didn’t use the pool but it seemed clean and enjoyable for the folks in there. Ample parking, room was clean and spacious for our needs. Plenty of outlets. Nice bathroom with huge countertop. Ambient lighting around the TV and wardrobe which was a nice touch. Adjustable climate through powerful ac unit kept us comfortable. There is a convenient shopping centre right next door and it was about a 5 minute drive to the town centre where there were more shops and restaurants. We would gladly stay here again and for longer so we can explore more. Thanks for the wonderful stay!"
Lian 2-night trip
Posted 4 hours ago
Holiday Inn Express & Suites Waterville - North by IHG

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$240 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?

Welcome to "the east Madison chapel": This highly rated holiday home rental in Madison offers a patio and WiFi to help you feel comfortable in your new surroundings. Another good choice for your trip to Madison is Lake Front House ~ Fire pit ~ Canoes/Kayaks ~ Large Deck ~Grill - Secluded Beach.

How many holiday rentals will I find in Madison?

With 11 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 UMF Art Gallery 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.