Boston Harbor Rentals by Owner

New
9 Guests 3 Bedrooms 2 Bathrooms
Group Friendly House
  • Fireplace/Heating
  • Air Conditioner
  • Internet
US $2,804/Night For 7 Nights US $19,628
10.0
Exceptional
(8 Reviews)
1097.92 ft² 8 Guests 3 Bedrooms 2 Bathrooms
House
  • Fireplace/Heating
  • Parking
  • Air Conditioner
US $684/Night For 7 Nights US $4,788
9.4
Exceptional
(1409 Reviews)
1 Bedroom 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Parking
US $130/Night For 7 Nights US $909
New
5 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
US $2,037/Night For 7 Nights US $14,259
10.0
Exceptional
(8 Reviews)
904.17 ft² 6 Guests 3 Bedrooms 1 Bathroom
Free Cancellation Apartment
  • Spa
  • Fireplace/Heating
  • View
US $466/Night For 7 Nights US $3,264
New
2282 ft² 8 Guests 3 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $1,305/Night For 7 Nights US $9,135
10.0
Exceptional
(6 Reviews)
1194.79 ft² 6 Guests 3 Bedrooms 3 Bathrooms
House
  • Fireplace/Heating
  • Air Conditioner
  • Internet
US $1,430/Night For 7 Nights US $10,011
New
4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Pool
  • Kitchen
  • Air Conditioner
US $1,076/Night For 7 Nights US $7,530
10.0
Exceptional
(4 Reviews)
1797.57 ft² 13 Guests 4 Bedrooms 3 Bathrooms
Pet Friendly House
  • Spa
  • Fireplace/Heating
  • View
US $1,586/Night For 7 Nights US $11,102
New
5 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Pool
  • Kitchen
  • Air Conditioner
US $1,075/Night For 7 Nights US $7,525
10.0
Exceptional
(4 Reviews)
1345.49 ft² 7 Guests 3 Bedrooms 2 Bathrooms
Apartment
  • Fireplace/Heating
  • Breakfast
  • Parking
US $981/Night For 7 Nights US $6,867
New
6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Kitchen
  • Air Conditioner
  • Internet
US $842/Night For 7 Nights US $5,897

Why Choose Rent By Owner for your Boston Harbor vacation rental?

What makes our Rentals by Owner 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 Boston Harbor

When should you plan your Rentals by Owner stay?

Choosing the ideal time to visit here ensures you experience the region's vibrant atmosphere and enjoy your rental by owner in Boston Harbor at its best throughout the year.

Peak Season Highlights

summer
Late Spring to Early Summer (May - June)

This period offers warm weather and longer daylight hours, perfect for exploring the scenic harbor and experiencing local events in the region.

Average Temperature Daytime: 70-80°F - Nighttime: 55-65°F
autumn
Fall (September - October)

Enjoy the vibrant fall foliage and mild temperatures while visiting this destination during its most picturesque time of year.

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

Off-Season Highlights

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Winter (December - February)

During this quieter season, you can experience the region’s charm with fewer crowds and potentially lower rental prices.

Average Temperature Daytime: 35-45°F - Nighttime: 25-35°F
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Early Spring (March - April)

As the area transitions towards warmer weather, it’s an ideal time to find great rental options with less competition and enjoy peaceful surroundings.

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

Weekly Weather Forecast for Boston Harbor

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

  • Access to outdoor seating areas such as patios or decks for enjoying the scenic views of the harbor.
  • Private or communal gardens perfect for relaxing amidst lush greenery.
  • Outdoor grilling stations or barbecue facilities to enhance your dining experience al fresco.
  • Convenient parking spaces with easy access to outdoor amenities in the area.
  • Nearby walking paths or trails ideal for exploring the picturesque surroundings.
  • Shared outdoor pools or hot tubs available for a refreshing dip while taking in the region's fresh air.
  • Balconies or verandas offering unobstructed views of the harbor and skyline.
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Family Activities

  • Boston Harbor Boat Tours: Embark on a scenic boat tour to explore the picturesque views of the harbor and enjoy family-friendly commentary about the area's history.
  • The Boston Tea Party Ships & Museum: Experience an interactive museum that brings to life the historic events right in this vibrant part of the city, perfect for engaging young minds.
  • Harborwalk Promenade: Stroll along the waterfront, take in stunning views of the skyline, and discover various parks and attractions suitable for all ages.
  • Pier 4 Krusty Krab: Visit this lively spot offering casual dining with waterfront vistas, ideal for a relaxed family meal after exploring the region.
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Adult Activities

  • Harbor Cruises: Embark on a scenic boat tour to explore the stunning skyline and historic sites from the water, offering an unforgettable experience in this vibrant harbor area.
  • Private Sailing Charters: Rent a private sailboat for a personalized sailing adventure that allows you to enjoy the region's beautiful views and fresh sea air.
  • Kayaking and Stand-Up Paddleboarding: Engage in active water sports along the waterfront, providing a refreshing way to see the harbor’s natural beauty up close.
  • Seaport District Exploration: Discover the lively dining, shopping, and entertainment options within walking distance, perfect for enjoying the local culture and cuisine.

Other Places to Stay in Boston Harbor, MA

Boston Harbor Travel Tips

How Can You Make the Most of Your Stay?

  • Plan your waterfront activities early: Booking boat tours or water-based excursions in advance ensures you make the most of your time near the harbor’s scenic views.
  • Choose a rental with harbor views: Opt for accommodations offering picturesque vistas of the area to enhance your overall stay and immersion in the region’s maritime charm.
  • Explore local dining options nearby: Taking advantage of restaurants and cafes close to the water allows you to enjoy authentic regional cuisine with stunning harbor scenery.
  • Take advantage of the neighborhood’s transportation options: Using local transit or renting bikes makes it easy to explore here’s attractions while avoiding unnecessary delays.

Transportation Options

  • Ferries: You can enjoy scenic trips across the harbor with ferries that connect popular waterfront neighborhoods and attractions in the area.
  • Water Taxis: These convenient water taxis offer quick, private transportation options for exploring different parts of the region’s historic waterways.
  • Public Transit (MBTA Boats): The local ferry service operated by MBTA provides an affordable and reliable way to navigate the harbor from various docks around here.
  • Private Boat Rentals: If you prefer a customized experience, renting a private boat allows you to explore Boston Harbor at your own pace and comfort.

Local Customs Options

  • Maritime Greetings: Locals in this harbor region often exchange friendly maritime-related greetings, reflecting the area's rich shipping history.
  • Seafood Appreciation: It’s common to see residents celebrating their love for fresh seafood, especially during local festivals and gatherings near the waterfront.
  • Historical Reenactments: Participating in or observing historical reenactments related to Boston's seafaring past is a cherished tradition here.
  • Boating Etiquette: Respectful boating practices are highly valued, with locals emphasizing safety and courtesy on the waterways of this historic harbor area.

Boston Harbor Rentals by Owner Frequently Asked Questions

2. How many Vacation Rentals are available in Boston Harbor?

Currently, the total number of properties listed by RBO in 2026 is over 3139 in the Boston Harbor area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Vacation Rentals in Boston Harbor. 

3. What is the cancellation policy for a rental by owner in Boston Harbor?

The cancellation policy varies depending on the specific listing. You should review the details provided on the rental's page or contact the owner directly to understand the terms before booking.

4. How do I confirm my reservation in a rental by owner located near Boston Harbor?

Reservations are typically confirmed through the booking platform after your payment is processed. For additional assurance, reach out to the owner via the contact information provided in the listing.

5. Are there any specific check-in and check-out procedures I should be aware of?

Check-in and check-out instructions are usually detailed in the listing or sent directly by the owner. It's recommended to review these details beforehand to ensure a smooth arrival and departure.

6. Is it possible to modify or cancel my booking in this region, and what are the associated fees?

Modification and cancellation policies depend on the individual host’s terms. Refer to the listing or contact the owner to understand potential fees or restrictions related to changes or cancellations.

7. What amenities are included in the rental by owner in Boston Harbor?

Amenities vary per listing, so you should check the property description carefully. If specific amenities are important to you, contact the owner to confirm their availability during your stay.

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  • Fireplace/Heating
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550 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Hot Tub
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Exceptional
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Ocean View Apartment
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $611/Night For 7 Nights US $4,276
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Exceptional
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  • Fireplace/Heating
  • Kitchen
  • Air Conditioner
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Exceptional
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200 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $259/Night For 7 Nights US $1,810
10.0
Exceptional
(22 Reviews)
5 Guests 2 Bedrooms 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Kitchen
  • Air Conditioner
US $244/Night For 7 Nights US $1,708