Best Vacation Homes in Madison
Cabin
10.0(44 Reviews)
2 Bedrooms
1 Bath
4 Guests
1000 ft²
Parking
Balcony/Terrace
Kitchen
Air Conditioner
US $204/Night
7 Nights - US $1,430
Apartment
9.7(11 Reviews)
1 Bedroom
1 Bath
2 Guests
1399.31 ft²
- Parking
- Balcony/Terrace
View- Air Conditioner
US $135/Night
7 Nights - US $945
US $114/Night
7 Nights - US $801
Cabin
10.0(18 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $287/Night
7 Nights - US $2,011
US $564/Night
7 Nights - US $3,945
House
10.0(15 Reviews)
2 Bedrooms
2 Baths
6 Guests
1200 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $279/Night
7 Nights - US $1,954
Cabin
10.0(5 Reviews)
1 Bedroom
1 Bath
3 Guests
- Parking
- Balcony/Terrace
- Kitchen
Internet
US $148/Night
7 Nights - US $1,035
House
10.0(4 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $179/Night
7 Nights - US $1,251
Madison Luxury Rentals
House
10.0(39 Reviews)
5 Bedrooms
4 Baths
12 Guests
6800 ft²
Hot Tub- Parking
Ocean View- Balcony/Terrace
US $1,060/Night
7 Nights - US $7,421
House
10.0(4 Reviews)
6 Bedrooms
5 Baths
12 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $961/Night
7 Nights - US $6,725
New
House
3 Bedrooms
2 Baths
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $833/Night
7 Nights - US $5,829
Cabin
9.8(32 Reviews)
8 Bedrooms
3 Baths
20 Guests
- Parking
Pool- Balcony/Terrace
- Kitchen
US $827/Night
7 Nights - US $5,788
House
9.4(9 Reviews)
6 Bedrooms
2 Baths
16 Guests
2300 ft²
Oceanfront- Parking
- Ocean View
- Balcony/Terrace
US $760/Night
7 Nights - US $5,318
House
9.6(72 Reviews)
3 Bedrooms
2 Baths
12 Guests
1400 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $592/Night
7 Nights - US $4,142
New
Cottage
4 Bedrooms
1 Bath
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
US $553/Night
7 Nights - US $3,872
House
10.0(121 Reviews)
3 Bedrooms
2 Baths
7 Guests
2200 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $543/Night
7 Nights - US $3,799
Madison Pet Friendly Vacation Rentals
House
10.0(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Air Conditioner
- Internet
Pet Friendly
Child Friendly
US $256/Night
7 Nights - US $1,789
House
3 Bedrooms
3 Baths
8 Guests
1797.57 ft²
- Parking
- Internet
- Pet Friendly
- Child Friendly
US $439/Night
7 Nights - US $3,073
US $160/Night
7 Nights - US $1,119
House
10.0(1 Review)
2 Bedrooms
1 Bath
5 Guests
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
US $245/Night
7 Nights - US $1,713
New
House
2 Bedrooms
1 Bath
6 Guests
1001.04 ft²
- Parking
- View
- Internet
- Pet Friendly
US $246/Night
7 Nights - US $1,720
Apartment
10.0(1 Review)
2 Bedrooms
1 Bath
6 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $174/Night
7 Nights - US $1,216
Cabin
10.0(1 Review)
2 Bedrooms
1 Bath
4 Guests
650 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $154/Night
7 Nights - US $1,081
New
House
2 Bedrooms
1 Bath
3 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $144/Night
7 Nights - US $1,008
Madison Large Vacation Homes
House
10.0(36 Reviews)
5 Bedrooms
2 Baths
11 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $522/Night
7 Nights - US $3,655
House
10.0(22 Reviews)
3 Bedrooms
2 Baths
10 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $358/Night
7 Nights - US $2,506
House
10.0(4 Reviews)
3 Bedrooms
2 Baths
10 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $427/Night
7 Nights - US $2,991
Cottage
9.8(34 Reviews)
4 Bedrooms
1 Bath
10 Guests
2200 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $390/Night
7 Nights - US $2,733
House
3 Bedrooms
2 Baths
12 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $474/Night
7 Nights - US $3,319
New
House
4 Bedrooms
2 Baths
13 Guests
- Internet
- Child Friendly
Bedding/Linens
Security/Safety
US $463/Night
7 Nights - US $3,243
Cabin
4 Bedrooms
3 Baths
10 Guests
- Air Conditioner
- Internet
- Child Friendly
Laundry
US $502/Night
7 Nights - US $3,515
Why Choose Rent By Owner for your Madison Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Madison
When should you plan your Vacation Rentals stay?
Choosing the right time to visit this destination can enhance your stay, as seasonal changes in the region influence the overall experience and availability of vacation rentals here.
Peak Season Highlights
Summer (June to August)
During the summer months, you can enjoy warm weather and longer daylight hours, making it ideal for outdoor activities and exploring the scenic beauty of the area.
Average Temperature Daytime: 75-85°F - Nighttime: 55-65°F
Fall (September to November)
This destination shines in autumn when vibrant foliage colors transform the landscape, creating a picturesque setting for outdoor adventures and sightseeing.
Average Temperature Daytime: 60-70°F - Nighttime: 40-50°F
Off-Season Highlights
Winter (December to February)
The winter months bring cooler temperatures and quieter surroundings, providing a peaceful retreat for those seeking solitude or winter sports opportunities.
Average Temperature Daytime: 20-35°F - Nighttime: 10-20°F
Spring (March to May)
In early spring, the region begins to awaken with blooming flora and milder weather, offering a serene atmosphere before the busy summer season.
Average Temperature Daytime: 45-55°F - Nighttime: 30-40°F
Weekly Weather Forecast for Madison
How to Book Your Madison Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Madison
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor grilling and dining areas to make the most of warm summer evenings.
- Take advantage of spacious yards or gardens for outdoor relaxation or activities.
- Benefit from private patios or decks that provide beautiful views of the surrounding area.
- Utilize on-site parking facilities for convenient access during your stay.
- Explore nearby hiking trails or outdoor recreational spots easily accessible from your rental.
- Relax by a shared or private swimming pool to cool off during hot days.
- Make the most of waterfront access, such as lakeside or riverfront outdoor spaces, here in this region.
Top Attractions Around Madison
What attractions are nearby?
While staying here, you'll find plenty of nearby activities to enjoy, from exploring scenic outdoor trails to discovering local attractions that showcase the natural beauty and charm of this region.
Family Activities
- Madison Area Lake Cruises: Enjoy a relaxing boat tour on nearby lakes to discover the region's natural beauty and wildlife with your family.
- Madison Historical Museum: Explore local history through engaging exhibits that offer insight into the area's past, perfect for a family educational outing.
- Family-Friendly Trails at Appalachian Trail Access Points: Hike along scenic trails suitable for all ages, allowing you to experience the outdoor tranquility of this destination.
- Local Parks and Playgrounds: Spend quality time outdoors at community parks equipped with picnic areas and play structures, ideal for family gatherings.
Adult Activities
- Visit the Maine State Prison Museum: Explore this intriguing museum to learn about the region's history and prison life, offering a unique cultural experience in the area.
- Enjoy boating on nearby lakes: Take advantage of the scenic waterways around here by renting a boat or kayak to immerse yourself in the tranquil natural surroundings.
- Hike local trails: Discover the region’s outdoor beauty through accessible hiking paths that cater to all skill levels, providing excellent opportunities for exercise and nature observation.
- Experience local dining: Savor authentic regional cuisine at the area’s restaurants, which showcase the flavors and culinary traditions of this destination.
Other Places to Stay in Madison, ME
Inland Hospital
Madison Travel Tips
How Can You Make the Most of Your Stay?
- Explore local outdoor activities: Take advantage of the area's scenic parks and water bodies to enjoy fishing, boating, or hiking during your stay.
- Visit nearby dining options: Savor regional cuisine at local eateries that showcase the flavors unique to this destination.
- Plan your visit around seasonal events: Check the event calendar for festivals or community gatherings that offer an authentic experience here.
- Book accommodations early: Secure your preferred vacation rentals in the region well in advance to ensure a smooth and enjoyable trip.
Transportation Options
- Madison Transportation Services: Local transportation options include reliable bus services that connect you to the surrounding region, making it easy to explore outdoors or visit nearby attractions.
- Madison Regional Airport: This regional airport offers convenient flights for travelers arriving from various destinations, providing quick access to the area and its scenic surroundings.
- Car Rentals in Madison: Renting a car is an excellent way to navigate the area at your own pace, ensuring you can visit natural sites and local spots comfortably during your stay.
- Taxis and Rideshare Services: Taxis and rideshare options are readily available here, offering flexible transportation for short trips around town or to nearby amenities.
Local Customs Options
- Local Seafood Cuisine: You can indulge in the region's fresh seafood, a tradition that highlights Madison’s rich fishing heritage and local culinary customs.
- Community Fall Festivals: Participating in seasonal festivals here allows you to experience the area's friendly spirit and longstanding community traditions.
- Lighthouse Appreciation: Appreciating the historic lighthouses along nearby coastlines offers insight into the area's maritime history and local customs.
- Indigenous Cultural Heritage: Engaging with local museums or events provides a glimpse into the indigenous heritage that is an integral part of this destination’s identity.
Madison Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Madison?
There are a lot of options in Madison. If you plan on staying in the Madison area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Madison:
- Welcome to the Hideaway! Log Home, Private Shore. Stone Fireplace.Pet Friendly!
- Bohemian Rhapsody Chalet Magic
- Cabin,30 acres, privacy, Fire pit, picnic table, BBQ, trails & close to town.
- Peaceful, Cozy Getaway - Near Skiing, fishing, snowmobiling, ATV, UMF, FMH
- Enjoy a pristine Maine lake. PRIVATE Waterfront. Elevated Rustic Luxury
- Four-season waterfront family lake house on pristine Embden Lake
- 3 bedroom Lakeside Home Embden Pond
- Beautiful Embden Pond Cabin w/Dock & Kayaks!
- Bear Cub Lodge
- Modern Cornville Ranch
2. Which vacation homes in Madison are best for families?
If you are looking for a family-friendly vacation home in Madison, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Madison:
3. How many Rentbyowner vacation rentals are available in Madison?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 117 in the Madison area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Madison.
4. What is the cancellation policy for vacation rentals in Madison, Maine?
Cancellation policies vary by listing, so it's important to review the specific terms outlined in each property’s details or contact the owner directly to understand the particular policy applicable to your stay in this region.
5. How can I ensure my booking in Madison, Maine is secure and reliable?
Booking through verified listings with clear communication from the owner helps ensure a trustworthy experience. Detailed descriptions, reviews, and responsive host interactions provide additional confidence when reserving here.
6. Are there any special requirements or restrictions when renting in this area?
Some properties may have specific rules or requirements such as age restrictions, pet policies, or minimum stay durations. Always read the listing carefully and reach out to the owner if you need clarification before confirming your reservation.
7. What amenities are typically included in vacation rentals in Madison, Maine?
Amenities can vary, but many offer essentials like Wi-Fi, parking, kitchen facilities, and outdoor spaces. To find the best fit for your needs, review each listing’s amenities section or contact the owner for additional details.
8. How do I inquire about availability and pricing for a stay in this destination?
You can check the property's calendar and pricing directly on the listing. If more information is needed, reaching out to the host helps confirm availability and any special rates or offers for your preferred dates.
Madison Top Rated Vacation Rentals
New
Cabin
10.0(21 Reviews)
3 Bedrooms
2 Baths
8 Guests
1800 ft²
- Parking
- Pool
- Balcony/Terrace
- View
US $320/Night
7 Nights - US $2,237
Apartment
9.8(15 Reviews)
3 Bedrooms
2 Baths
4 Guests
Private Pool- Parking
- Pool
- Ocean View
US $245/Night
7 Nights - US $1,715
Cabin
10.0(5 Reviews)
3 Bedrooms
2 Baths
8 Guests
2000 ft²
Breakfast- Parking
- Pool
- Ocean View
US $700/Night
7 Nights - US $4,900
House
3 Bedrooms
2 Baths
8 Guests
1457 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $334/Night
7 Nights - US $2,341
House
3 Bedrooms
1 Bath
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $255/Night
7 Nights - US $1,782
