Discover Your Perfect Roxbury Vacation Homes

Best Vacation Homes in Roxbury

10.0
Exceptional
(60 Reviews)
4 Guests 1 Bedroom 1 Bathroom
Ocean View Cottage
  • Oceanfront
  • Skiing
  • Fireplace/Heating
CA $416/Night For 7 Nights CA $2,913
10.0
Exceptional
(6 Reviews)
1474.66 ft² 8 Guests 4 Bedrooms 2 Bathrooms
House
  • Skiing
  • Fireplace/Heating
  • Balcony/Terrace
CA $555/Night For 7 Nights CA $3,883
9.4
Exceptional
(280 Reviews)
1 Bathroom
Family Friendly Hotel
  • Pool
  • Balcony/Terrace
  • Breakfast
CA $267/Night For 7 Nights CA $1,870
10.0
Exceptional
(37 Reviews)
5 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
CA $249/Night For 7 Nights CA $1,740
10.0
Exceptional
(4 Reviews)
1711.46 ft² 10 Guests 3 Bedrooms 2 Bathrooms
House
  • Balcony/Terrace
  • Parking
  • Air Conditioner
CA $531/Night For 7 Nights CA $3,716
10.0
Exceptional
(14 Reviews)
500 ft² 4 Guests 2 Bedrooms 1 Bathroom
Family Friendly Cabin
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
CA $644/Night For 7 Nights CA $4,508
10.0
Exceptional
(14 Reviews)
5 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
CA $206/Night For 7 Nights CA $1,443
10.0
Exceptional
(5 Reviews)
120 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Pool
  • Kitchen
CA $179/Night For 7 Nights CA $1,253

Roxbury Luxury Rentals

9.4
Exceptional
(12 Reviews)
9000 ft² 32 Guests 16 Bedrooms 5 Bathrooms
Family Friendly Cabin
  • Private Pool
  • Fireplace/Heating
  • Pool
CA $2,013/Night For 7 Nights CA $14,093
New
20 Guests 6 Bedrooms 4 Bathrooms
Family Friendly House
  • Pet Friendly
  • Kitchen
  • Internet
CA $1,990/Night For 7 Nights CA $13,931
10.0
Exceptional
(1 Review)
7 Guests 4 Bedrooms 2 Bathrooms
Family Friendly Cabin
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
CA $1,100/Night For 7 Nights CA $7,697
7.6
Very Good
(7 Reviews)
20 Guests 6 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
CA $935/Night For 7 Nights CA $6,542
New
11 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Kitchen
  • Parking
CA $873/Night For 7 Nights CA $6,114
9.6
Exceptional
(4 Reviews)
4000 ft² 16 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
CA $704/Night For 7 Nights CA $4,928
New
5005.22 ft² 15 Guests 6 Bedrooms 3 Bathrooms
House
  • Spa
  • View
  • Pet Friendly
CA $680/Night For 7 Nights CA $4,760
10.0
Exceptional
(6 Reviews)
8 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
CA $632/Night For 7 Nights CA $4,426

Roxbury Pet Friendly Vacation Rentals

9.8
Exceptional
(9 Reviews)
240 ft² 4 Guests 1 Bedroom 1 Bathroom
Family Friendly Cabin
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
CA $349/Night For 7 Nights CA $2,442
10.0
Exceptional
(2 Reviews)
419.79 ft² 6 Guests 1 Bedroom 1 Bathroom
House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
CA $154/Night For 7 Nights CA $1,078
9.6
Exceptional
(9 Reviews)
1350 ft² 10 Guests 2 Bedrooms 2 Bathrooms
Ocean View Cabin
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
CA $410/Night For 7 Nights CA $2,873
9.7
Exceptional
(32 Reviews)
1399.31 ft² 17 Guests 3 Bedrooms 1 Bathroom
House
  • Skiing
  • Fireplace/Heating
  • Balcony/Terrace
CA $114/Night For 7 Nights CA $795
New
8 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
CA $353/Night For 7 Nights CA $2,473
New
4 Guests 1 Bedroom 1 Bathroom
Family Friendly Cottage
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
CA $268/Night For 7 Nights CA $1,877
New
4 Guests 1 Bedroom 1 Bathroom
Couples Retreat House
  • Fireplace/Heating
  • Pet Friendly
  • Air Conditioner
CA $174/Night For 7 Nights CA $1,218
10.0
Exceptional
(25 Reviews)
1500 ft² 10 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
CA $368/Night For 7 Nights CA $2,576

Roxbury Large Vacation Homes

10.0
Exceptional
(19 Reviews)
10 Guests 5 Bedrooms 4 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
CA $386/Night For 7 Nights CA $2,706
9.0
Exceptional
(226 Reviews)
450.74 ft² 30 Guests 10 Bedrooms 8 Bathrooms
Bed & Breakfast
  • Skiing
  • Fireplace/Heating
  • Balcony/Terrace
CA $190/Night For 7 Nights CA $1,331
10.0
Exceptional
(1 Review)
10 Guests 4 Bedrooms 1 Bathroom
Family Friendly Ski Chalet
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
CA $397/Night For 7 Nights CA $2,783
New
1345.49 ft² 10 Guests 1 Bedroom 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • View
  • Pet Friendly
CA $311/Night For 7 Nights CA $2,174
9.8
Exceptional
(90 Reviews)
1500 ft² 12 Guests 3 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
CA $339/Night For 7 Nights CA $2,372
9.8
Exceptional
(72 Reviews)
1800 ft² 10 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
CA $346/Night For 7 Nights CA $2,423
9.6
Exceptional
(88 Reviews)
2300 ft² 12 Guests 5 Bedrooms 3 Bathrooms
Family Friendly Cabin
  • Spa
  • Fireplace/Heating
  • Balcony/Terrace
CA $532/Night For 7 Nights CA $3,724
New
12 Guests 5 Bedrooms 1 Bathroom
Family Friendly House
  • Pet Friendly
  • Internet
  • Child Friendly
CA $650/Night For 7 Nights CA $4,549

Why Choose Rent By Owner for your Roxbury Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Roxbury

When should you plan your Vacation Rentals stay?

Choosing the right time to vacation here ensures you experience the region's natural beauty at its best, whether you're seeking a peaceful retreat or outdoor adventures in Maine.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, you will experience warm daytime temperatures, making it ideal for outdoor activities and exploring the scenic surroundings of this destination.

Average Temperature Daytime: 75-85°F - Nighttime: 55-65°F
autumn
Fall (September to November)

Autumn brings vibrant foliage and crisp air, offering a picturesque setting that enhances your stay in this region as you enjoy outdoor adventures and seasonal celebrations.

Average Temperature Daytime: 60-70°F - Nighttime: 40-50°F

Off-Season Highlights

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Winter (December to February)

In the winter, expect colder temperatures perfect for winter sports enthusiasts seeking a peaceful retreat amidst snow-covered landscapes.

Average Temperature Daytime: 20-35°F - Nighttime: 10-20°F
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Spring (March to May)

Spring offers a quiet period with mild temperatures, ideal for exploring the area before the busy summer season begins, while enjoying blooming flora.

Average Temperature Daytime: 45-60°F - Nighttime: 30-40°F

Weekly Weather Forecast for Roxbury

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.

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 activities on spacious lawns or private gardens.
  • Take advantage of outdoor dining areas to savor meals al fresco with scenic views.
  • Relax by the fire pit during cool evenings, perfect for storytelling and marshmallow roasting.
  • Explore nearby hiking trails and nature walks directly from your rental property.
  • Make use of the available fishing spots or access to lakes and rivers in the area.
  • Benefit from private patios or decks offering a picturesque setting for relaxation.
  • Utilize outdoor recreational equipment like kayaks, paddleboards, or bikes, if provided.
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Family Activities

  • Hiking at Black Mountain of Maine: Explore scenic trails that offer breathtaking views and outdoor adventure just minutes from your vacation rental.
  • Fishing in the region’s lakes: Enjoy a relaxing day casting lines in pristine lakes, perfect for family outings within easy reach of your stay.
  • Wildlife watching at nearby parks: Discover local flora and fauna in natural settings that are ideal for educational and fun family excursions.
  • Visiting local farms and orchards: Experience farm fresh produce and seasonal activities that provide a charming rural escape during your visit here.
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Adult Activities

  • Hiking and Nature Walks: Explore scenic trails that wind through the area's lush landscapes, offering an immersive experience in Maine's natural beauty.
  • Fishing Experiences: Enjoy tranquil days casting your line at nearby lakes and rivers, renowned for their abundant freshwater fish.
  • Wildlife Watching: Observe diverse wildlife in their natural habitat within the region, making it a perfect spot for nature enthusiasts.
  • Boating and Canoeing: Discover serene waterways where you can paddle along peaceful lakes and enjoy the calm surroundings of this destination.

Other Places to Stay in Roxbury, ME

Roxbury Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Nature Trails: Take advantage of the area’s scenic trails to enjoy outdoor activities and soak in the natural beauty that makes this destination unique.
  • Visit Nearby Water Bodies: Plan days around visiting lakes, rivers, or ponds in the region for relaxing water-based adventures right at your doorstep.
  • Discover Seasonal Events: Check out local happenings and seasonal festivities that provide authentic experiences and a chance to connect with the community here.
  • Choose Thoughtfully Located Rentals: Select accommodations that are conveniently situated near outdoor attractions and amenities to maximize your time exploring the region.

Transportation Options

  • Roxbury, Maine - Local Bus Services: This region offers convenient bus options that connect you to nearby towns and amenities, making it easy to explore without a car.
  • Rental Cars in Roxbury: Car rental agencies available here provide flexible transportation for discovering the natural beauty and scenic spots of the area.
  • Private Taxis and Rideshares: Nearby taxi services and rideshare options offer quick, reliable transportation for short trips within this destination.
  • Airport Access via Regional Airports: The closest regional airports facilitate smooth arrivals and departures, connecting you seamlessly to Roxbury’s outdoor attractions and vacation rentals.

Local Customs Options

  • The Lobster Bake Tradition: Participating in local lobster bakes offers you an authentic taste of coastal Maine’s culinary heritage in this area.
  • Religious Celebrations: Attending community church events reflects the region’s strong faith-based customs and provides a warm, welcoming experience.
  • Seasonal Festivals: Engaging in seasonal festivals showcases the area's rich history and close-knit community spirit throughout the year.
  • Respect for Nature: Practicing environmental stewardship and respecting outdoor spaces is a cherished custom among residents here, emphasizing sustainable tourism.

Frequently Asked Questions About Roxbury?

2. Which vacation homes in Roxbury are best for families?

If you are looking for a family-friendly vacation home in Roxbury, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Roxbury:

3. How many Rentbyowner vacation rentals are available in Roxbury?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 100 in the Roxbury 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 Roxbury. 

4. What is the cancellation policy for vacation rentals in Roxbury, Maine?

The cancellation policy varies by property. To find specific details, please review the listing's terms or contact the property owner directly before confirming your reservation.

5. Are there any additional fees associated with booking a vacation rental here?

Additional fees such as cleaning fees, service charges, or taxes are typically listed on the property page. Be sure to read the full details when making your reservation to understand all costs involved.

6. How do I securely book my stay at a vacation rental in this area?

Secure booking is available through the platform's trusted payment system. You will be guided through a safe process that ensures your personal and payment information remains protected.

7. What amenities can I expect in the vacation rentals here?

Most properties offer amenities suitable for a comfortable stay, but exact features vary. Check each listing for specific amenities like Wi-Fi, kitchens, outdoor spaces, and more.

8. Is there a minimum stay requirement for booking a vacation rental in this region?

Minimum stay requirements depend on the individual property. Details are specified in each listing, so it's best to review these before completing your booking.

Roxbury Top Rated Vacation Rentals

10.0
Exceptional
(6 Reviews)
1000 ft² 8 Guests 3 Bedrooms 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
CA $393/Night For 7 Nights CA $2,748
9.2
Exceptional
(18 Reviews)
404.99 ft² 1 Bathroom
Free Cancellation Hotel
  • Private Pool
  • Oceanfront
  • Fireplace/Heating
CA $208/Night For 7 Nights CA $1,456
New
828 ft² 6 Guests 2 Bedrooms 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
CA $400/Night For 7 Nights CA $2,802
New
6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Condo
  • Fireplace/Heating
  • Pool
  • Kitchen
CA $288/Night For 7 Nights CA $2,018
10.0
Exceptional
(18 Reviews)
550 ft² 4 Guests 2 Bedrooms 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
CA $254/Night For 7 Nights CA $1,774