Discover Your Perfect Massachusetts Vacation Homes

Massachusetts Luxury Rentals

Massachusetts Pet Friendly Vacation Rentals

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10.0 (92 Reviews)
House
  • 1593 ft² House
  • Air Conditioner
  • Parking
  • Pet Friendly

Why Choose Rent By Owner for your Massachusetts 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 Massachusetts

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can enhance your experience, as seasonal variations in Massachusetts offer a range of activities and scenery that suit different preferences throughout the year.

Peak Season Highlights

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Summer (June to August)

During the warmest months, you'll enjoy plentiful outdoor activities and vibrant local events in the area, making it an ideal time for a lively vacation experience.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 60°F to 70°F
autumn
Fall (September to November)

In this scenic season, expect breathtaking foliage and cooler temperatures that create a perfect setting for exploring the region's natural beauty and cultural attractions.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 50°F to 60°F

Off-Season Highlights

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Winter (December to February)

While the winter months see fewer visitors, you can still enjoy a peaceful retreat with opportunities for cozy indoor activities and winter scenery in the region.

Average Temperature Daytime: 30°F to 40°F - Nighttime: 15°F to 25°F
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Spring (March to May)

Early spring offers a quieter atmosphere with blossoming landscapes and milder weather, ideal for those seeking a more relaxed visit before the summer rush begins.

Average Temperature Daytime: 45°F to 55°F - Nighttime: 35°F to 45°F

Weekly Weather Forecast for Massachusetts

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 a private outdoor pool for relaxing days in the sun.
  • Take advantage of spacious patios or decks perfect for outdoor dining and gatherings.
  • Benefit from lush landscaped gardens or yard space ideal for outdoor activities.
  • Make use of outdoor grills or barbecues to cook up local flavors.
  • Explore nearby walking trails or biking paths accessible directly from your rental.
  • Relax on comfortable outdoor furniture while soaking in scenic views of the region.
  • Utilize outdoor fire pits or fireplaces for cozy evenings under the stars.
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Family Activities

  • Boston Children's Museum: Engage your family with interactive exhibits and hands-on learning experiences in the vibrant city of Boston, where educational fun is guaranteed for kids of all ages.
  • Plimoth Plantation: Step back in time at this historical site that offers immersive history lessons about early American life, perfect for families exploring the region’s rich heritage.
  • New England Aquarium: Discover marine life through captivating exhibits and an impressive IMAX theater, making it a must-visit destination for families interested in oceanography here.
  • Canobie Lake Park: Enjoy a day filled with rides, attractions, and entertainment at this popular amusement park, ideal for family outings during your stay in Massachusetts.
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Adult Activities

  • Exploring the Freedom Trail: Walk along this historic pathway to discover centuries of American history through notable sites and landmarks in the city.
  • Visiting Martha’s Vineyard: Enjoy the scenic beauty and charming villages of this island, perfect for a relaxing day trip or an extended stay in cozy vacation rentals.
  • Participating in Boston's Food Tours: Taste your way through local culinary favorites on guided tours that showcase the region’s diverse and vibrant food scene.
  • Discovering Mystic Seaport Museum: Dive into maritime history at this renowned museum, where you can explore historic ships and engaging exhibits right here in New England.

Massachusetts Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Highlights: Take advantage of the region’s unique attractions by planning your itinerary around the area's renowned cultural and natural sites.
  • Book Early for Popular Seasons: Secure your preferred vacation rentals well in advance to enjoy prime locations and avoid last-minute availability issues.
  • Embrace Regional Cuisine: Savor the flavors of local delicacies at nearby eateries or prepare meals using fresh ingredients from local markets in your rental.
  • Navigate Transportation Options: Familiarize yourself with the region’s public transit and driving routes to maximize convenience during your stay.

Transportation Options

  • Massachusetts Bay Transportation Authority (MBTA): You can rely on the MBTA for extensive subway, bus, and commuter rail services that connect major cities and towns across the area.
  • Rental Cars: Renting a car provides flexibility and convenience to explore both urban attractions and scenic coastal areas at your own pace.
  • Amtrak trains: Amtrak offers comfortable train connections between here and other Northeast destinations, ideal for travelers seeking a scenic and relaxing journey.
  • Ferries: With picturesque ferry routes available, you can enjoy a scenic waterway transit to nearby islands and coastal communities, enhancing your regional experience.

Local Customs Options

  • Respect for Local Historic Traditions: You’ll find that honoring the area's rich historical heritage is a key part of experiencing here in Massachusetts, especially by participating in community events and respecting preserved sites.
  • Attire During Cultural Celebrations: When visiting during local festivals or traditions, dressing in a manner that respects the regional customs can enrich your experience and show appreciation for the community’s heritage.
  • Greeting Etiquette: A warm, friendly greeting is common when engaging with locals, reflecting the welcoming spirit that characterizes this region's social interactions.
  • Dining Customs: Embracing regional food traditions, such as seafood-based dishes, not only enhances your culinary experience but also demonstrates respect for local dining customs.

Massachusetts Vacation Rental Frequently Asked Questions

1. What is the cancellation policy for vacation rentals here?

Cancellation policies vary depending on the property listing. You should review the specific policy detailed in the rental listing or contact the owner directly to understand any fees or restrictions involved.

2. Are there any additional fees I should be aware of when booking a vacation rental?

Additional fees such as cleaning fees, service charges, or local taxes are often included in the listing details. It’s best to read the full description or reach out to the owner to clarify any extra costs before confirming your reservation.

3. How do I ensure my stay complies with the local regulations and rules?

All property listings include guidelines and house rules set by the owner. Make sure to review these rules carefully before booking, and contact the owner if you have any questions about compliance during your stay.

4. Can I modify or extend my reservation after booking?

Modification or extension requests depend on the owner’s policies and availability. Check the listing details for flexibility options or contact the owner directly to discuss any changes to your reservation.

5. What amenities are typically available in vacation rentals in this area?

The amenities offered can vary, but common features include Wi-Fi, fully equipped kitchens, and parking. For specific amenities, review the property listing thoroughly or contact the owner to confirm what is included.

Massachusetts Top Rated Vacation Rentals