Discover Your Perfect Greenbush Vacation Homes

Best Vacation Homes in Greenbush

New
9 Guests 4 Bedrooms 3 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $1,159/Night For 7 Nights US $8,114
10.0
Exceptional
(2 Reviews)
1840.63 ft² 6 Guests 3 Bedrooms 2 Bathrooms
House
  • Oceanfront
  • Spa
  • Fireplace/Heating
US $952/Night For 7 Nights US $6,664
9.2
Exceptional
(318 Reviews)
1 Bedroom 1 Bathroom
Family Friendly Bed & Breakfast
  • Pool
  • Balcony/Terrace
  • Kitchen
US $204/Night For 7 Nights US $1,428
New
5 Guests 3 Bedrooms 1 Bathroom
House
  • Fireplace/Heating
  • Air Conditioner
  • Internet
US $549/Night For 7 Nights US $3,840
7.7
Very Good
(3 Reviews)
10 Guests 1 Bedroom 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Parking
US $584/Night For 7 Nights US $4,088
10.0
Exceptional
(25 Reviews)
972 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $461/Night For 7 Nights US $3,225
10.0
Exceptional
(5 Reviews)
2 Guests 2 Bedrooms 1 Bathroom
Ocean View Cottage
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $425/Night For 7 Nights US $2,976
10.0
Exceptional
(5 Reviews)
4 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
US $307/Night For 7 Nights US $2,146

Greenbush Luxury Rentals

10.0
Exceptional
(13 Reviews)
4500 ft² 12 Guests 6 Bedrooms 5 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $2,022/Night For 7 Nights US $14,151
10.0
Exceptional
(11 Reviews)
2200 ft² 12 Guests 5 Bedrooms 2 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $1,690/Night For 7 Nights US $11,831
10.0
Exceptional
(12 Reviews)
3200 ft² 12 Guests 5 Bedrooms 3 Bathrooms
Ocean View House
  • Oceanfront
  • Hot Tub
  • Fireplace/Heating
US $1,419/Night For 7 Nights US $9,934
New
2852.44 ft² 10 Guests 1 Bedroom 2 Bathrooms
Family Friendly House
  • Hot Tub
  • Balcony/Terrace
  • View
US $1,250/Night For 7 Nights US $8,747
10.0
Exceptional
(9 Reviews)
3800 ft² 10 Guests 4 Bedrooms 3 Bathrooms
Ocean View House
  • Oceanfront
  • Hot Tub
  • Fireplace/Heating
US $1,207/Night For 7 Nights US $8,447
10.0
Exceptional
(1 Review)
2000 ft² 12 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $1,207/Night For 7 Nights US $8,447
10.0
Exceptional
(4 Reviews)
3100 ft² 15 Guests 5 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $1,152/Night For 7 Nights US $8,063
9.8
Exceptional
(10 Reviews)
2700 ft² 12 Guests 5 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $1,113/Night For 7 Nights US $7,789

Greenbush Pet Friendly Vacation Rentals

10.0
Exceptional
(3 Reviews)
1400 ft² 5 Guests 2 Bedrooms 1 Bathroom
Ocean View House
  • Oceanfront
  • Hot Tub
  • Fireplace/Heating
US $855/Night For 7 Nights US $5,983
9.6
Exceptional
(93 Reviews)
1500 ft² 10 Guests 2 Bedrooms 2 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $567/Night For 7 Nights US $3,968
10.0
Exceptional
(39 Reviews)
3100 ft² 13 Guests 5 Bedrooms 2 Bathrooms
Ocean View House
  • Hot Tub
  • Fireplace/Heating
  • Ocean View
US $645/Night For 7 Nights US $4,514
10.0
Exceptional
(39 Reviews)
1750 ft² 6 Guests 4 Bedrooms 1 Bathroom
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $632/Night For 7 Nights US $4,423
10.0
Exceptional
(13 Reviews)
2000 ft² 10 Guests 4 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Hot Tub
  • Fireplace/Heating
US $874/Night For 7 Nights US $6,118
10.0
Exceptional
(3 Reviews)
1350 ft² 5 Guests 3 Bedrooms 2 Bathrooms
Ocean View Condo
  • Hot Tub
  • Fireplace/Heating
  • Ocean View
US $624/Night For 7 Nights US $4,369
9.2
Exceptional
(23 Reviews)
7 Guests 3 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $276/Night For 7 Nights US $1,930
7.6
Very Good
(5 Reviews)
10 Guests 5 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $695/Night For 7 Nights US $4,862

Greenbush Large Vacation Homes

9.8
Exceptional
(10 Reviews)
10 Guests 2 Bedrooms 2 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $714/Night For 7 Nights US $4,998
10.0
Exceptional
(101 Reviews)
15 Guests 6 Bedrooms 6 Bathrooms
Family Friendly Cabin
  • Hot Tub
  • Fireplace/Heating
  • Pool
US $1,024/Night For 7 Nights US $7,167
10.0
Exceptional
(96 Reviews)
2000 ft² 10 Guests 5 Bedrooms 3 Bathrooms
Ocean View House
  • Ocean View
  • Balcony/Terrace
  • View
US $880/Night For 7 Nights US $6,159
10.0
Exceptional
(53 Reviews)
2924 ft² 10 Guests 5 Bedrooms 5 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $1,042/Night For 7 Nights US $7,295
10.0
Exceptional
(25 Reviews)
10 Guests 5 Bedrooms 2 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $1,010/Night For 7 Nights US $7,069
9.8
Exceptional
(32 Reviews)
1664 ft² 8 Guests 5 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $1,052/Night For 7 Nights US $7,364
9.6
Exceptional
(9 Reviews)
10 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Kitchen
  • Air Conditioner
  • Internet
US $1,098/Night For 7 Nights US $7,687
9.4
Exceptional
(45 Reviews)
2700 ft² 12 Guests 5 Bedrooms 3 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $987/Night For 7 Nights US $6,911

Why Choose Rent By Owner for your Greenbush 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 Greenbush

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit can enhance your experience here, as this destination offers different charms throughout the year, making timing a key factor for an enjoyable stay in the region.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, you can enjoy warm weather and longer days in this coastal area, making it ideal for outdoor activities and exploring the scenic surroundings.

Average Temperature Daytime: around 75°F to 85°F - Nighttime: about 60°F to 65°F
autumn
Fall (September to November)

The early fall offers vibrant foliage and comfortable temperatures, perfect for sightseeing and experiencing the region’s natural beauty before winter sets in.

Average Temperature Daytime: roughly 65°F to 75°F - Nighttime: around 50°F to 55°F

Off-Season Highlights

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Winter (December to February)

In winter, the area becomes quieter with cooler temperatures, providing a peaceful escape and opportunities for cozying up in your rental during this off-peak season.

Average Temperature Daytime: about 30°F to 40°F - Nighttime: around 20°F to 25°F
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Spring (March to May)

As the region transitions into spring, you’ll find fewer visitors and a mild climate, offering a serene environment to enjoy the natural renewal here.

Average Temperature Daytime: roughly 50°F to 60°F - Nighttime: around 40°F to 45°F

Weekly Weather Forecast for Greenbush

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 grilling with a private barbecue area to enhance your dining experience.
  • Relax on a spacious porch or patio, perfect for soaking in the scenic views of the surrounding landscape.
  • Take advantage of dedicated outdoor seating areas designed for entertaining or quiet relaxation.
  • Explore nearby hiking or walking trails that begin right at your rental’s doorstep.
  • Make use of a well-maintained yard ideal for outdoor games and family activities.
  • Benefit from access to a swimming pool or hot tub, offering a refreshing escape after a day of sightseeing.
  • Utilize outdoor fire pits for cozy evenings under the stars, perfect for gathering with loved ones in this charming region.
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Family Activities

  • Greenbush Community Center: Engage your family with a variety of recreational and educational programs designed for all ages in this welcoming local hub.
  • Blue Hill Bay: Enjoy lakeside picnics, swimming, or kayaking on the serene waters, offering a perfect outdoor adventure close to your rental here.
  • Local Nature Trails: Explore scenic walking and biking paths that wind through the region's lush landscapes, ideal for active families seeking outdoor fun.
  • Community Events and Festivals: Participate in seasonal festivals and markets that showcase regional culture and provide entertainment for all ages during your stay.
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Adult Activities

  • Explore the Greenbush Waterfront Park: Enjoy a leisurely stroll or kayak along the scenic shoreline, immersing yourself in the natural beauty of this coastal area.
  • Visit local museums and galleries: Discover the region’s rich history and vibrant arts scene through its charming cultural institutions and art exhibits.
  • Attend community events and festivals: Experience the local flavor by participating in seasonal festivals and gatherings that showcase the area’s traditions and hospitality.
  • Enjoy culinary experiences at nearby dining establishments: Savor fresh seafood and regional specialties at local restaurants that highlight the area's authentic flavors.

Greenbush Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Activities Ahead: Explore local outdoor activities and dining options in the area to make your stay more enjoyable and avoid last-minute rushes.
  • Choose a Well-Located Vacation Rental: Select a property close to key attractions and convenient amenities to maximize your time exploring this destination.
  • Communicate with Your Host: Reach out beforehand to get personalized recommendations and ensure your stay aligns with your interests in the region.
  • Respect Local Environment and Community: Be mindful of the area's natural beauty and local customs to help preserve its charm for future visitors.

Transportation Options

  • Greenbush Transportation Services: Providing reliable local bus routes, these services offer convenient connections for exploring the area and reaching nearby attractions.
  • Regional Train Line: This rail option connects the destination to larger cities and other regions, making day trips and travel to major hubs straightforward.
  • Rental Car Agencies: Several rental companies operate here, giving you the flexibility to explore at your own pace while enjoying the comfort of your own vehicle.
  • Taxi and Ride-Sharing Services: Accessible and prompt, these transportation options are ideal for quick trips around the region or reaching specific destinations efficiently.

Local Customs Options

  • Local Seafood Traditions: Enjoy the region's renowned seafood cuisine, which plays a vital role in community gatherings and daily life here.
  • Historical Preservation Practices: Respect the area's rich heritage by observing local customs related to preserving historic sites and landmarks.
  • Community Festivals and Events: Participate in seasonal festivals that celebrate the region’s culture and bring locals together for shared experiences.
  • Harbor and Maritime Etiquette: When exploring the waterfront, follow maritime customs that reflect the area's long-standing relationship with the sea.

Greenbush Vacation Rental Frequently Asked Questions

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

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

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

Currently, the total number of properties listed by Rent By Owner in 2026 is over 115 in the Greenbush 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 Greenbush. 

4. What is the cancellation policy for vacation rentals in Greenbush, Massachusetts?

Cancellation policies vary depending on the individual property listing. It’s recommended to review the specific cancellation terms outlined on the booking page or contact the property owner directly for detailed information.

5. How do I check the availability of vacation rentals in Greenbush, Massachusetts?

Availability can be checked by entering your preferred travel dates on the listing page. If you need assistance, reaching out to the property owner or host can provide additional support to confirm current availability.

6. Are there any specific amenities included in vacation rentals in this region?

Amenities differ between properties; therefore, it’s advisable to review each listing carefully. For questions about particular features or facilities, contacting the owner directly ensures you get accurate details.

7. What are the check-in and check-out procedures for vacation rentals near Greenbush?

Check-in and check-out times are set by each property owner and are typically specified in the listing. Clarifying these details before booking can help ensure a smooth arrival and departure process.

8. Is it possible to make special requests or accommodations when booking vacation rentals here?

Many hosts are willing to consider special requests. To inquire about specific needs or arrangements, contact the property owner directly through the messaging platform provided during the booking process.

Greenbush Top Rated Vacation Rentals

8.8
Fabulous
(80 Reviews)
170.07 ft² 5 Bathrooms
Hotel
  • Private Pool
  • Fireplace/Heating
  • Pool
US $256/Night For 7 Nights US $1,792
10.0
Exceptional
(13 Reviews)
2000 ft² 10 Guests 4 Bedrooms 4 Bathrooms
Ocean View House
  • Private Pool
  • Oceanfront
  • Fireplace/Heating
US $500/Night For 7 Nights US $3,500
9.2
Exceptional
(71 Reviews)
2 Guests 1 Bedroom 1 Bathroom
Ocean View House
  • Spa
  • Fireplace/Heating
  • Pool
US $144/Night For 7 Nights US $1,008
New
4800 ft² 22 Guests 10 Bedrooms 7 Bathrooms
Ocean View House
  • Oceanfront
  • Hot Tub
  • Spa
US $2,413/Night For 7 Nights US $16,894