Madison Holiday Rentals
10.0
Exceptional
(42 Reviews)
1000 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $341/Night
For 7 Nights US $2,388
9.0
Exceptional
(3 Reviews)
1399.31 ft²
2 Guests
1 Bedroom
1 Bathroom
Apartment
- Fireplace/Heating
- Balcony/Terrace
- View
US $135/Night
For 7 Nights US $945
9.0
Exceptional
(572 Reviews)
1 Bathroom
Family Friendly
Hotel
- Pool
- Balcony/Terrace
- Kitchen
US $108/Night
For 7 Nights US $755
10.0
Exceptional
(17 Reviews)
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $276/Night
For 7 Nights US $1,930
New
- Maine
- Smithfield
- 1.19 mi to center
1539.24 ft²
8 Guests
4 Bedrooms
1 Bathroom
Family Friendly
House
- Balcony/Terrace
- Pet Friendly
- Child Friendly
US $564/Night
For 7 Nights US $3,945
10.0
Exceptional
(12 Reviews)
1200 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $202/Night
For 7 Nights US $1,417
10.0
Exceptional
(5 Reviews)
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cabin
- Hot Tub
- Balcony/Terrace
- Kitchen
US $114/Night
For 7 Nights US $799
10.0
Exceptional
(4 Reviews)
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
US $179/Night
For 7 Nights US $1,251
10.0
Exceptional
(2 Reviews)
6 Guests
2 Bedrooms
2 Bathrooms
Pet Friendly
House
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
US $256/Night
For 7 Nights US $1,789
Luxury Holiday Rentals in Madison
Over 98+ Luxury Holiday Rentals in or Near Madison
10.0
Exceptional
(39 Reviews)
- North Anson
- Embden
- 1.73 mi to center
6800 ft²
12 Guests
5 Bedrooms
4 Bathrooms
Ocean View
House
- Hot Tub
- Fireplace/Heating
- Ocean View
US $1,108/Night
For 7 Nights US $7,755
9.8
Exceptional
(32 Reviews)
- Maine
- Smithfield
- 1.29 mi to center
20 Guests
8 Bedrooms
3 Bathrooms
Family Friendly
Cabin
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $820/Night
For 7 Nights US $5,741
8.8
Fabulous
(8 Reviews)
- North Anson
- Embden
- 1.62 mi to center
8 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $578/Night
For 7 Nights US $4,044
9.4
Exceptional
(9 Reviews)
- North Anson
- Embden
- 1.06 mi to center
2300 ft²
16 Guests
6 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $577/Night
For 7 Nights US $4,036
9.6
Exceptional
(72 Reviews)
1400 ft²
12 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $556/Night
For 7 Nights US $3,891
New
- Maine
- North New Portland
- 4.55 mi to center
12 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $543/Night
For 7 Nights US $3,804
7.8
Very Good
(272 Reviews)
277.17 ft²
4 Bathrooms
Hotel
- Balcony/Terrace
- View
- Pet Friendly
US $539/Night
For 7 Nights US $3,773
10.0
Exceptional
(1 Review)
- Maine
- Smithfield
- 2.63 mi to center
9 Guests
3 Bedrooms
3 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $518/Night
For 7 Nights US $3,624
10.0
Exceptional
(120 Reviews)
- North Anson
- Embden
- 1.12 mi to center
2200 ft²
7 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $462/Night
For 7 Nights US $3,232
Top-Rated Holiday Rentals with a Pool in Madison
Over 5+ The Best Private Villas and Holiday Rentals in Madison with a Pool
9.8
Exceptional
(15 Reviews)
- Norridgewock
- Mercer
- 1.92 mi to center
4 Guests
3 Bedrooms
2 Bathrooms
Ocean View
Apartment
- Private Pool
- Fireplace/Heating
- Pool
US $169/Night
For 7 Nights US $1,184
10.0
Exceptional
(21 Reviews)
- North Anson
- Embden
- 1.66 mi to center
1800 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Cabin
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $307/Night
For 7 Nights US $2,146
10.0
Exceptional
(5 Reviews)
- North Anson
- Embden
- 2.21 mi to center
2000 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Ocean View
Cabin
- Fireplace/Heating
- Pool
- Ocean View
US $700/Night
For 7 Nights US $4,900
New
1457 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
US $334/Night
For 7 Nights US $2,341
New
6 Guests
3 Bedrooms
1 Bathroom
Ocean View
House
- Fireplace/Heating
- Pool
- Ocean View
US $255/Night
For 7 Nights US $1,782
Pet-Friendly Holiday Rentals in Madison
Over 40+ Pet-Friendly Holiday Rentals in or Near Madison
10.0
Exceptional
(1 Review)
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $171/Night
For 7 Nights US $1,194
New
- North Anson
- Embden
- 1.66 mi to center
1797.57 ft²
8 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Parking
US $439/Night
For 7 Nights US $3,073
8.6
Fabulous
(76 Reviews)
1 Bathroom
Family Friendly
Hotel
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $156/Night
For 7 Nights US $1,092
10.0
Exceptional
(1 Review)
- Maine
- North New Portland
- 3.93 mi to center
650 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $154/Night
For 7 Nights US $1,081
8.5
Fabulous
(18 Reviews)
414.41 ft²
2 Bathrooms
Free Cancellation
Hotel
- Fireplace/Heating
- Pet Friendly
- Parking
US $322/Night
For 7 Nights US $2,253
9.8
Exceptional
(121 Reviews)
- Augusta
- Farmington
- 4.83 mi to center
650 ft²
5 Guests
1 Bedroom
2 Bathrooms
Ocean View
Cabin
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $147/Night
For 7 Nights US $1,030
9.8
Exceptional
(52 Reviews)
700 ft²
7 Guests
1 Bedroom
1 Bathroom
Ocean View
Cabin
- Oceanfront
- Fireplace/Heating
- Ocean View
US $209/Night
For 7 Nights US $1,465
9.8
Exceptional
(11 Reviews)
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $232/Night
For 7 Nights US $1,621
New
- Maine
- North New Portland
- 4.90 mi to center
5 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Hot Tub
- Fireplace/Heating
- Ocean View
US $245/Night
For 7 Nights US $1,713
Large Holiday Rentals and Private Villas in Madison
Over 5+ Large Holiday Rentals and Private Villas in or Near Madison
10.0
Exceptional
(35 Reviews)
- North Anson
- Embden
- 1.75 mi to center
11 Guests
5 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $436/Night
For 7 Nights US $3,052
10.0
Exceptional
(22 Reviews)
- North Anson
- Embden
- 0.95 mi to center
10 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $293/Night
For 7 Nights US $2,051
10.0
Exceptional
(4 Reviews)
- North Anson
- Embden
- 2.9 mi to center
10 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $444/Night
For 7 Nights US $3,106
10.0
Exceptional
(3 Reviews)
- North Anson
- Embden
- 0.52 mi to center
12 Guests
6 Bedrooms
5 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $784/Night
For 7 Nights US $5,486
New
- North Anson
- Embden
- 1.15 mi to center
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
Cabin
- Fireplace/Heating
- Air Conditioner
- Internet
US $502/Night
For 7 Nights US $3,515
Wheelchair Accessible Holiday Homes in Madison
Over 7+ Wheelchair Accessible Holiday Homes in or Near Madison
New
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
US $220/Night
For 7 Nights US $1,540
New
1097.92 ft²
6 Guests
2 Bedrooms
2 Bathrooms
House
- Parking
- Internet
- Child Friendly
US $197/Night
For 7 Nights US $1,379
10.0
Exceptional
(1 Review)
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Kitchen
- Parking
US $143/Night
For 7 Nights US $1,001
New
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $155/Night
For 7 Nights US $1,085
New
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $140/Night
For 7 Nights US $980
New
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Kitchen
- Parking
US $139/Night
For 7 Nights US $973
New
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $139/Night
For 7 Nights US $973
Madison Private Villas and Holiday Homes Under $200
Over 27+ Madison Private Villas and Holiday Homes Under $200
9.6
Exceptional
(8 Reviews)
7 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- View
US $169/Night
For 7 Nights US $1,183
New
118.4 ft²
2 Guests
1 Bedroom
1 Bathroom
Apartment
- Fireplace/Heating
- Balcony/Terrace
- View
US $122/Night
For 7 Nights US $851
8.2
Excellent
(124 Reviews)
1 Bathroom
Family Friendly
Hotel
- Skiing
- Balcony/Terrace
- Breakfast
US $97/Night
For 7 Nights US $679
9.6
Exceptional
(8 Reviews)
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cabin
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $97/Night
For 7 Nights US $676
9.2
Exceptional
(5 Reviews)
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $154/Night
For 7 Nights US $1,080
New
2 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
US $170/Night
For 7 Nights US $1,189
New
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $154/Night
For 7 Nights US $1,080
10.0
Exceptional
(38 Reviews)
- Maine
- New Vineyard
- 0.07 mi to center
6 Guests
3 Bedrooms
1 Bathroom
Ocean View
House
- Oceanfront
- Ocean View
- Balcony/Terrace
US $114/Night
For 7 Nights US $799
9.8
Exceptional
(53 Reviews)
1255 ft²
9 Guests
4 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $192/Night
For 7 Nights US $1,343
Instantly Bookable Holiday Homes in Madison
Over 30+ Instantly Bookable Holiday Homes in or Near Madison
New
650 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $338/Night
For 7 Nights US $2,365
New
- Maine
- Norridgewock
- 5.49 mi to center
4 Guests
2 Bedrooms
1 Bathroom
Couples Retreat
Cottage
- Fireplace/Heating
- Air Conditioner
- Internet
US $250/Night
For 7 Nights US $1,753
New
1120 ft²
6 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $225/Night
For 7 Nights US $1,572
New
- Maine
- North Anson
- 0.17 mi to center
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Kitchen
- Parking
US $209/Night
For 7 Nights US $1,462
10.0
Exceptional
(2 Reviews)
- Maine
- Norridgewock
- 5.38 mi to center
1600 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Ocean View
Cabin
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $400/Night
For 7 Nights US $2,798
8.8
Fabulous
(16 Reviews)
800 ft²
6 Guests
3 Bedrooms
1 Bathroom
Family Friendly
Cabin
- Balcony/Terrace
- View
- Kitchen
US $294/Night
For 7 Nights US $2,055
8.0
Excellent
(1 Review)
- Maine
- Smithfield
- 1.19 mi to center
1539 ft²
8 Guests
4 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $443/Night
For 7 Nights US $3,104
New
9 Guests
4 Bedrooms
2 Bathrooms
Group Friendly
Cottage
- Fireplace/Heating
- Internet
- Child Friendly
US $389/Night
For 7 Nights US $2,725
10.0
Exceptional
(1 Review)
5 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
US $177/Night
For 7 Nights US $1,241
Book a Last Minute Place to Stay in Madison
About Casai's Private Villas and Holiday Rentals in Madison
Discover more than 107 vacation rentals available in Madison. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Madison.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Madison, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Madison. On average, places to stay near Madison offer 788.44 ft², with nightly prices averaging US $284.
With Casai, finding and comparing holiday rentals in Madison is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Madison
| Type | Count |
|---|---|
| Vacation Homes | 49 |
| Holiday Apartments | 10 |
| Cottages | 7 |
Use these Quick Filters to Find a Holiday Rental in Madison
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Madison.
Weather in Madison, ME
View the weather forecast for Madison before booking your Madison Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Madison, ME
Casai offers a large selection of top attractions around Madison . Research things to do on your vacation before you visit Madison.
Frequently Asked Questions About Madison?
What are the top holiday rentals in Madison?
With numerous options available in Madison, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Madison:
- Welcome to the Hideaway! Log Home, Private Shore. Stone Fireplace.Pet Friendly!
- Bohemian Rhapsody Chalet Magic
- Cabin on 30 acre of privacy. Fire pit, picnic table, trails & close to town.
- Enjoy a pristine Maine lake. PRIVATE Waterfront. Elevated Rustic Luxury
- Peaceful, Cozy Getaway - Near Skiing, fishing, snowmobiling, ATV, UMF, FMH
- Four-season waterfront family lake house on pristine Embden Lake
- 3 bedroom Lakeside Home Embden Pond
- Bear Cub Lodgen
- Cozy Country Home - Sportsman & Outdoor Enthusiasts Welcome
- Modern Cornville Ranch
Which holiday homes in Madison are best for families?
If you're searching for a family-friendly holiday home in Madison, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Madison:
- Cozy Country Home - Sportsman & Outdoor Enthusiasts Welcome
- Cozy Lakefront Madison Cabin with Dock and Kayaks
- Relaxing Lakeside Getaway for 8. On ATV and snowmobile trails, free kayak use
How many Casai.nz holiday rentals are available in Madison?
As of 2026, Casai boasts over 107 properties listed in the Madison area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Madison.
People Also Ask
Finding the best prices in Madison
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