Best Vacation Homes in Jackson
House
9.4(9 Reviews)
2 Bedrooms
1 Bath
5 Guests
1200 ft²
Kitchen
Air Conditioner
Internet
Child Friendly
US $277/Night
7 Nights - US $1,938
House
7.0(1 Review)
2 Bedrooms
1 Bath
4 Guests
904.17 ft²
Parking
Skiing
Balcony/Terrace
View
US $379/Night
7 Nights - US $2,651
House
8.6(4 Reviews)
1 Bedroom
1 Bath
- Kitchen
- Internet
Pet Friendly- Child Friendly
US $135/Night
7 Nights - US $945
Apartment
9.4(31 Reviews)
4 Bedrooms
1 Bath
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $339/Night
7 Nights - US $2,374
House
3 Bedrooms
1 Bath
6 Guests
1140.97 ft²
- Parking
- Skiing
- Balcony/Terrace
- View
US $324/Night
7 Nights - US $2,265
Cabin
10.0(210 Reviews)
1 Bedroom
1 Bath
2 Guests
280 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $231/Night
7 Nights - US $1,618
Cabin
10.0(9 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Parking
Ocean View- View
- Kitchen
US $607/Night
7 Nights - US $4,249
Cabin
10.0(8 Reviews)
2 Bedrooms
1 Bath
5 Guests
1050 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Internet
US $194/Night
7 Nights - US $1,358
Jackson Luxury Rentals
House
4 Bedrooms
2 Baths
12 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $1,193/Night
7 Nights - US $8,349
New
House
6.0(1 Review)
3 Bedrooms
3 Baths
6 Guests
1144 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $755/Night
7 Nights - US $5,286
House
7.8(9 Reviews)
5 Bedrooms
3 Baths
10 Guests
Oceanfront
Hot Tub- Parking
- Ocean View
US $736/Night
7 Nights - US $5,154
House
10.0(2 Reviews)
4 Bedrooms
4 Baths
8 Guests
4800 ft²
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
US $541/Night
7 Nights - US $3,784
House
10.0(70 Reviews)
4 Bedrooms
1 Bath
12 Guests
2000 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $531/Night
7 Nights - US $3,718
House
3 Bedrooms
3 Baths
6 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $527/Night
7 Nights - US $3,688
House
10.0(5 Reviews)
4 Bedrooms
1 Bath
8 Guests
1500 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $517/Night
7 Nights - US $3,620
House
4 Bedrooms
2 Baths
8 Guests
1496.18 ft²
- Parking
- Balcony/Terrace
- View
- Internet
US $509/Night
7 Nights - US $3,561
Jackson Pet Friendly Vacation Rentals
House
10.0(3 Reviews)
2 Bedrooms
1 Bath
6 Guests
800 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $382/Night
7 Nights - US $2,671
Cottage
1 Bedroom
1 Bath
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $204/Night
7 Nights - US $1,428
Cabin
10.0(3 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Ocean View
- View
- Kitchen
US $355/Night
7 Nights - US $2,485
Apartment
10.0(2 Reviews)
2 Bedrooms
1 Bath
2 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $172/Night
7 Nights - US $1,202
Cottage
10.0(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $361/Night
7 Nights - US $2,526
Apartment
10.0(1 Review)
1 Bedroom
1 Bath
2 Guests
900 ft²
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $282/Night
7 Nights - US $1,976
House
9.0(7 Reviews)
2 Bedrooms
1 Bath
8 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $442/Night
7 Nights - US $3,093
Cabin
2 Bedrooms
1 Bath
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $404/Night
7 Nights - US $2,826
Jackson Large Vacation Homes
House
9.4(8 Reviews)
1 Bedroom
1 Bath
30 Guests
- Child Friendly
US $113/Night
7 Nights - US $794
House
10.0(60 Reviews)
4 Bedrooms
2 Baths
10 Guests
1550 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $346/Night
7 Nights - US $2,422
Cottage
10.0(3 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $463/Night
7 Nights - US $3,243
House
9.8(20 Reviews)
2 Bedrooms
2 Baths
100 Guests
1600 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $217/Night
7 Nights - US $1,520
House
9.2(5 Reviews)
5 Bedrooms
3 Baths
8 Guests
2006 ft²
- Hot Tub
- Parking
Spa- Balcony/Terrace
US $268/Night
7 Nights - US $1,879
House
4.3(4 Reviews)
3 Bedrooms
2 Baths
10 Guests
2100 ft²
- Child Friendly
US $135/Night
7 Nights - US $945
RV Rental
1 Bedroom
1 Bath
10 Guests
- Pet Friendly
- Child Friendly
US $100/Night
7 Nights - US $700
Why Choose Rent By Owner for your Jackson 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 Jackson
When should you plan your Vacation Rentals stay?
Choosing the right time to visit here can greatly enhance your experience, as the region offers distinct attractions and natural beauty throughout each season.
Peak Season Highlights
Summer (June to August)
During the summer months, you can enjoy warm days and longer daylight hours in the area, making it ideal for outdoor activities and exploring the natural beauty that this destination offers.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
Fall (September to November)
Autumn is a popular time to visit when the region's foliage transforms into vibrant colors. This season provides a scenic backdrop for outdoor adventures and perfectly comfortable weather for sightseeing.
Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F
Off-Season Highlights
Winter (December to February)
The winter months bring cooler temperatures and a quieter atmosphere, offering a peaceful retreat for those interested in winter activities or simply escaping the crowds.
Average Temperature Daytime: 20°F to 30°F - Nighttime: 10°F to 20°F
Spring (March to May)
Spring sees the region awakening with blooming flora and moderate weather. It’s an excellent time for travelers seeking fewer crowds while enjoying the area's natural charm.
Average Temperature Daytime: 45°F to 60°F - Nighttime: 30°F to 40°F
Weekly Weather Forecast for Jackson
How to Book Your Jackson 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 Jackson
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 a private outdoor space with a spacious patio or deck for relaxing and entertaining.
- Make the most of your stay with access to nearby hiking trails or scenic nature walks.
- Take advantage of outdoor grilling facilities to cook al fresco amidst the fresh air.
- Benefit from well-maintained lawns or gardens perfect for outdoor activities or picnics.
- Experience outdoor recreation with available fire pits for cozy evenings under the stars.
- Utilize outdoor recreational equipment such as kayaks, canoes, or bikes if provided.
- Relax in scenic outdoor seating areas that offer picturesque views of the surrounding landscape.
Top Attractions Around Jackson
What attractions are nearby?
Within this charming region, you can enjoy outdoor activities such as hiking, fishing, and exploring scenic trails that showcase the area's natural beauty, making your stay in Jackson, Brooks, Maine a memorable outdoor adventure.
Family Activities
- Acadia National Park: Explore the stunning landscapes of this national park, where family-friendly hiking trails and scenic drives offer memorable outdoor adventures for all ages.
- Bar Harbor Whale Watching Tours: Embark on an exciting boat tour to observe whales and marine life, providing educational entertainment and awe-inspiring sights for your family in the region.
- Downtown Bar Harbor: Stroll through the charming streets filled with shops, cafes, and family-oriented activities that showcase the local culture and hospitality here.
- Jordan Pond House: Enjoy a relaxing picnic or afternoon tea with stunning views of the mountains, perfect for a leisurely day out with your loved ones in this area.
Adult Activities
- Hiking in the White Mountain National Forest: Experience breathtaking views and enjoy peaceful trails just a short drive from Jackson, Brooks, Maine, offering an ideal outdoor adventure.
- Wildlife Watching at Moose Brook State Park: Discover local wildlife and relax by scenic ponds in this nearby park that’s perfect for nature enthusiasts visiting the area.
- Skiing and Snowboarding at Black Mountain of Maine: During winter months, hit the slopes at this popular ski resort to enjoy exhilarating downhill runs close to your vacation rental here.
- Shopping and Dining in the Local Village: Explore charming shops and savor regional cuisine in the quaint village center, adding a cultural touch to your stay in the region.
Jackson Travel Tips
How Can You Make the Most of Your Stay?
- Explore local outdoor activities: Take advantage of the region's natural beauty by engaging in year-round outdoor pursuits such as hiking, skiing, or kayaking to fully immerse yourself in the area's scenic landscape.
- Connect with local culture: Discover authentic experiences by visiting nearby markets, attending community events, or sampling regional cuisine to gain a deeper understanding of this destination’s charm.
- Plan your itinerary ahead: Schedule visits to popular spots early to avoid crowds and ensure you make the most of your stay in this inviting region.
- Choose strategic accommodation: Opt for well-located vacation rentals that provide comfort and convenience, allowing you to easily access the area's key attractions and enjoy a seamless stay.
Transportation Options
- Jackson Area Shuttle Services: Offering convenient transportation options, these shuttle services help you explore this charming destination effortlessly.
- Regional Bus Lines: Connecting the region, bus lines provide an affordable and reliable way to travel between key points within Brooks and neighboring areas.
- Car Rentals at Local Agencies: Renting a car from local providers allows you to explore all that this part of Maine has to offer at your own pace.
- Taxi and Rideshare Options: Taxis and rideshare services are readily available here, providing flexible transportation for short trips and day excursions.
Local Customs Options
- Respect for Nature: In this part of Maine, community members value a deep respect for the surrounding natural environment, encouraging responsible outdoor activities during your stay.
- Local Seafood Customs: Enjoy the region’s tradition of fresh seafood dining, which plays a significant role in social gatherings and is often celebrated with local festivals.
- Quiet Hours Etiquette: Maintaining a peaceful atmosphere is important here, so observing quiet hours, especially in the evenings, helps you blend seamlessly into local settings.
- Community Festivals: Participating in or respecting local festival traditions offers an authentic experience of the area's cultural heritage during your visit.
Jackson Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Jackson?
There are a lot of options in Jackson. If you plan on staying in the Jackson area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Jackson:
- Cozy Cabin By The Pond, Sleeps 2
- The Brick House in the Woods.room for a Large Family!
- Swan Lake Lakehouse with Bunkhouse and Private Sand Beach
- The Hideout Cabin | Steps to the Beach
- Comfy Cabin on the Lake
- The Getaway- A Cozy Lakeside Cabin
- Springvale Farm: Freedom Home with Hiking Trail!
- Week of August 16 2026 is still available!
- Winnecook Lake House
- Small cottage house, centered on 100 acres surround by hills, lake, and cattle.
2. Which vacation homes in Jackson are best for families?
If you are looking for a family-friendly vacation home in Jackson, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Jackson:
3. How many Rentbyowner vacation rentals are available in Jackson?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 100 in the Jackson 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 Jackson.
4. What is the cancellation policy for a vacation rental in Jackson, Maine?
The cancellation policy varies by listing. To find out the specific terms, please review the property details or contact the host directly before booking.
5. How do I confirm the availability of vacation rentals in Brooks, Maine?
Availability is updated regularly on the listing page. You can select your desired dates to check real-time availability or reach out to the property owner for confirmation.
6. Are there any specific house rules I should be aware of when staying in Jackson?
Each vacation rental has its own set of house rules, which are detailed in the listing. Be sure to review these before booking and contacting the owner if you have questions.
7. What amenities are typically included in vacation rentals in the region?
Most properties offer essential amenities such as Wi-Fi, parking, and kitchen facilities. For a complete list of amenities, please refer to the individual listing.
8. How do I secure my reservation in Brooks, Maine?
Reservations are secured through a confirmed booking process on the listing page. Payment details and any required deposits will be outlined during the reservation process; for additional questions, contact the property owner.
Jackson Top Rated Vacation Rentals
Cabin
9.4(8 Reviews)
3 Bedrooms
1 Bath
3 Guests
900 ft²
- Parking
Pool- Ocean View
- Balcony/Terrace
US $218/Night
7 Nights - US $1,526
