Castle Island Vacation Rentals & Ski-in/Ski-out Homes

Compare Vacation Rentals & Ski-in/Ski-out Homes in Castle Island, Boston, Massachusetts, USA

New 3BR3Bth Entire House/Steps to Downtown & TD Garden
House
3BR3Bth Entire House/Steps to Downtown & TD Garden
From US $722 per night
10.0 (2 Reviews)
3 Bedrooms 6 Guests
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Beautiful 3BR 3BA Duplex parking Best Location Boston
Apartment
Beautiful 3BR 3BA Duplex parking Best Location Boston
From US $981 per night
|
10.0 (4 Reviews)
3 Bedrooms 7 Guests
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Château sur Mer Bed & Breakfast
Bed & Breakfast
Château sur Mer Bed & Breakfast
From US $211 per night
|
8.8 (205 Reviews)
1 Bedroom 2 Guests
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New 5BR3B Lux Home Walk to Subway Near Downtown
Apartment
5BR3B Lux Home Walk to Subway Near Downtown
From US $1,613 per night
New
5 Bedrooms 14 Guests
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Heart of Southie - Hot Tub + Walk to Top Bars
House
Heart of Southie - Hot Tub + Walk to Top Bars
From US $1,586 per night
|
10.0 (3 Reviews)
4 Bedrooms 13 Guests
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Homestay BnB Near Downtown Boston
Bed & Breakfast
Homestay BnB Near Downtown Boston
From US $160 per night
8.6 (94 Reviews)
1 Bedroom 2 Guests
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New 4BR Boston Home 5-minute walk to Subway
Apartment
4BR Boston Home 5-minute walk to Subway
From US $1,192 per night
New
4 Bedrooms 12 Guests
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Luxury at 3br 2ba 200mbps Internet
Apartment
Luxury at 3br 2ba 200mbps Internet
From US $1,665 per night
|
10.0 (2 Reviews)
3 Bedrooms 6 Guests
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HomeStay - B&B - Near South Boston - JFK-Umass Area
Bed & Breakfast
HomeStay - B&B - Near South Boston - JFK-Umass Area
From US $183 per night
8.4 (45 Reviews)
1 Bedroom 2 Guests
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New Elegant 3BR 2BA Condo Seaport Boston.
Apartment
Elegant 3BR 2BA Condo Seaport Boston.
From US $968 per night
New
3 Bedrooms 6 Guests
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South End Club Suites by Orchard
Apartment
South End Club Suites by Orchard
From US $344 per night
|
10.0 (2 Reviews)
3 Bedrooms 10 Guests
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New Stylish South End Penthouse Stunning City Views
Apartment
Stylish South End Penthouse Stunning City Views
From US $583 per night
New
2 Bedrooms 2 Guests
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Waterfront Escape - Close to Airport & Downtown
Villa
Waterfront Escape - Close to Airport & Downtown
From US $1,247 per night
|
10.0 (2 Reviews)
4 Bedrooms 10 Guests
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200mbps speeds Laundry Long Stays
Apartment
200mbps speeds Laundry Long Stays
From US $1,025 per night
|
10.0 (1 Review)
2 Bedrooms 4 Guests
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Newly Designed Loft - Fast Wifi - Pet Friendly
Apartment
Newly Designed Loft - Fast Wifi - Pet Friendly
From US $742 per night
|
10.0 (1 Review)
1 Bedroom 2 Guests
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Upscale Penthouse with Gym Parking near MGH TUFTS
Apartment
Upscale Penthouse with Gym Parking near MGH TUFTS
From US $415 per night
|
10.0 (1 Review)
1 Bedroom 6 Guests
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Harmony Medical Suites on Canal
Apartment
Harmony Medical Suites on Canal
From US $210 per night
|
10.0 (1 Review)
4 Bedrooms 11 Guests
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Amazing Location studio parking
Apartment
Amazing Location studio parking
From US $144 per night
|
10.0 (1 Review)
1 Bedroom 2 Guests
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Chic South End Studio With Patio
Apartment
Chic South End Studio With Patio
From US $345 per night
10.0 (99 Reviews)
1 Bedroom 2 Guests
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Entire Apt Near Wharf
Apartment
Entire Apt Near Wharf
From US $250 per night
|
9.8 (4 Reviews)
1 Bedroom 2 Guests
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Great South End/Back Bay location, 1 bed condo near T station
Condo
Great South End/Back Bay location, 1 bed condo near T station
From US $412 per night
10.0 (95 Reviews)
1 Bedroom 2 Guests
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Back-Bay 2BR Condo w Roof top Gym Parking
Apartment
Back-Bay 2BR Condo w Roof top Gym Parking
From US $801 per night
|
9.8 (4 Reviews)
3 Bedrooms 6 Guests
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Amazing Location in Little Italy with Roof Deck
Apartment
Amazing Location in Little Italy with Roof Deck
From US $434 per night
10.0 (54 Reviews)
1 Bedroom 2 Guests
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Back-Bay Upscale Central Condo Bos Common Downtown
House
Back-Bay Upscale Central Condo Bos Common Downtown
From US $795 per night
|
9.6 (9 Reviews)
2 Bedrooms 6 Guests
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Casa de Los Clarey Boston Airport Beaches Off Street Parking Available
Apartment
Casa de Los Clarey Boston Airport Beaches Off Street Parking Available
From US $399 per night
10.0 (50 Reviews)
2 Bedrooms 6 Guests
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Beach Street Loft
Apartment
Beach Street Loft
From US $243 per night
|
9.5 (14 Reviews)
1 Bedroom 2 Guests
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Bright & Spacious Loft Steps to the Freedom Trail
Condo
Bright & Spacious Loft Steps to the Freedom Trail
From US $331 per night
10.0 (48 Reviews)
1 Bedroom 4 Guests
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Wonderful FIDI 2br with Keyless Entry
Apartment
Wonderful FIDI 2br with Keyless Entry
From US $1,198 per night
|
9.5 (2 Reviews)
2 Bedrooms 4 Guests
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The Heart of Southie (Garage + Roof Deck)
Condo
The Heart of Southie (Garage + Roof Deck)
From US $542 per night
10.0 (38 Reviews)
2 Bedrooms 9 Guests
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Family-Friendly Central Boston Suite
Apartment
Family-Friendly Central Boston Suite
From US $860 per night
|
9.5 (2 Reviews)
2 Bedrooms 8 Guests
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King Bed Loft in the Heart of Downtown Boston
Apartment
King Bed Loft in the Heart of Downtown Boston
From US $555 per night
10.0 (35 Reviews)
1 Bedroom 4 Guests
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Back-Bay Upscale Central Penthouse W Roof-top
Apartment
Back-Bay Upscale Central Penthouse W Roof-top
From US $795 per night
|
9.4 (9 Reviews)
2 Bedrooms 6 Guests
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Endless Summer: Oceanside Views
Boat Rental
Endless Summer: Oceanside Views
From US $426 per night
10.0 (29 Reviews)
1 Bedroom 4 Guests
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Downtown Boston Financial District
Condo
Downtown Boston Financial District
From US $142 per night
10.0 (22 Reviews)
1 Bedroom 2 Guests
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Right Near Convention Center and Train Station
Condo
Right Near Convention Center and Train Station
From US $503 per night
|
10.0 (21 Reviews)
2 Bedrooms 7 Guests
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Hidden Gem 2 BR/1BA near Zoo 3 mil downtown Fenway
Apartment
Hidden Gem 2 BR/1BA near Zoo 3 mil downtown Fenway
From US $484 per night
10.0 (18 Reviews)
2 Bedrooms 6 Guests
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Spectacular Oceanfront 1 Bedroom Unit in Winthrop
Apartment
Spectacular Oceanfront 1 Bedroom Unit in Winthrop
From US $315 per night
10.0 (14 Reviews)
1 Bedroom 3 Guests
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Lg suite for up to 8 ppl/2 floor
Condo
Lg suite for up to 8 ppl/2 floor
From US $252 per night
10.0 (12 Reviews)
2 Bedrooms 8 Guests
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Excellent 2 bedroom condo in South Boston
Condo
Excellent 2 bedroom condo in South Boston
From US $331 per night
9.8 (26 Reviews)
2 Bedrooms 6 Guests
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Boston Harbor views Modern north end condo FREE PARKING!
Apartment
Boston Harbor views Modern north end condo FREE PARKING!
From US $850 per night
|
9.3 (12 Reviews)
3 Bedrooms 6 Guests
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Temple Place Suites
Apartment
Temple Place Suites
From US $211 per night
7.0 (262 Reviews)
1 Bedroom 3 Guests
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Exquisite North End 1brm
Apartment
Exquisite North End 1brm
From US $246 per night
9.8 (26 Reviews)
1 Bedroom 3 Guests
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The Monty Boston
Apartment
The Monty Boston
From US $698 per night
|
9.0 (85 Reviews)
15 Bedrooms 30 Guests
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Boston Yacht Haven Inn & Marina
Hotel
Boston Yacht Haven Inn & Marina
From US $574 per night
|
10.0 (687 Reviews)
1 Bedroom 2 Guests
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North End, Luxury Condo apartment - dw
Condo
North End, Luxury Condo apartment - dw
From US $166 per night
9.8 (9 Reviews)
1 Bedroom 2 Guests
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North End 2BR Condo w Pool & Gym
Apartment
North End 2BR Condo w Pool & Gym
From US $802 per night
|
9.0 (8 Reviews)
2 Bedrooms 7 Guests
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Boston Harbor Hotel
Hotel
Boston Harbor Hotel
From US $904 per night
|
9.8 (1022 Reviews)
1 Bedroom 2 Guests
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Perfetto North End 1brm
Apartment
Perfetto North End 1brm
From US $458 per night
9.8 (7 Reviews)
1 Bedroom 3 Guests
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Delightful Downtown Boston 2bed 2bath Apartment
Apartment
Delightful Downtown Boston 2bed 2bath Apartment
From US $1,331 per night
|
9.0 (2 Reviews)
2 Bedrooms 4 Guests
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Back-Bay 2BR Penthouse w Roof top and GYM
Apartment
Back-Bay 2BR Penthouse w Roof top and GYM
From US $660 per night
|
9.0 (2 Reviews)
2 Bedrooms 6 Guests
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Bright 2BR by Boston Waterfrontn
Apartment
Bright 2BR by Boston Waterfrontn
From US $279 per night
9.8 (6 Reviews)
2 Bedrooms 5 Guests
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Washer Dryer in-unit Close to MGH and Beacon Hill
Apartment
Washer Dryer in-unit Close to MGH and Beacon Hill
From US $1,125 per night
|
9.0 (1 Review)
2 Bedrooms 4 Guests
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Bold and Spacious 2 Bed in Boston Financial District
Apartment
Bold and Spacious 2 Bed in Boston Financial District
From US $1,123 per night
|
9.0 (1 Review)
2 Bedrooms 4 Guests
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Boston Harbor Yacht, AC/Heat, Walk to North End WiFi
Boat Rental
Boston Harbor Yacht, AC/Heat, Walk to North End WiFi
From US $508 per night
9.6 (132 Reviews)
2 Bedrooms 6 Guests
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Boston Common Loft with Washer Dryer
Apartment
Boston Common Loft with Washer Dryer
From US $1,045 per night
|
9.0 (1 Review)
2 Bedrooms 4 Guests
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South End Luxe Apartment
Apartment
South End Luxe Apartment
From US $697 per night
|
9.0 (1 Review)
1 Bedroom 7 Guests
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Amazing price & location w parking -North End -Boston
Apartment
Amazing price & location w parking -North End -Boston
From US $289 per night
9.6 (53 Reviews)
1 Bedroom 2 Guests
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Cozy 1br Walk anywhere
Apartment
Cozy 1br Walk anywhere
From US $693 per night
|
9.0 (1 Review)
1 Bedroom 2 Guests
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* NEW Listing * A True GEM in South End , Boston!
House
* NEW Listing * A True GEM in South End , Boston!
From US $371 per night
9.6 (46 Reviews)
1 Bedroom 4 Guests
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Bright & Spacious 2Br apartment, mins from Downtown Boston, parking
Apartment
Bright & Spacious 2Br apartment, mins from Downtown Boston, parking
From US $393 per night
|
8.9 (53 Reviews)
2 Bedrooms 6 Guests
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Clean and convenient w/patio! Walk to Boston highlights!
Apartment
Clean and convenient w/patio! Walk to Boston highlights!
From US $373 per night
9.6 (37 Reviews)
1 Bedroom 4 Guests
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About Castle Island Vacation Rentals

Explore over 1653 vacation rentals in Castle Island with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Castle Island for more space and value.

In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Castle Island. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Castle Island tailored to your preferences. On average, these rentals offer 645.49 ft² of space, and are priced at an average of US $493 per night.

SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Castle Island at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.

Frequently Asked Questions About Castle Island?

What are the top vacation rentals in Castle Island?

How many SunSkiResorts vacation rentals or resorts are available in Castle Island?

Discover the ideal vacation rental in Castle Island with SunSki Resorts™. We provide an extensive selection of over 1653 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Castle Island.

Nearby Neighborhood (12)

Neighborhood Property Count
Downtown Boston Vacation Rentals in Boston, Massachusetts 373
Back Bay Vacation Rentals in Boston, Massachusetts 306
Fenway–Kenmore Vacation Rentals in Boston, Massachusetts 199
South End Vacation Rentals in Boston, Massachusetts 178
Dorchester Vacation Rentals in Boston, Massachusetts 167
Seaport District Vacation Rentals in Boston, Massachusetts 133
East Boston Vacation Rentals in Boston, Massachusetts 70
Beacon Hill Vacation Rentals in Boston, Massachusetts 62
North End Vacation Rentals in Boston, Massachusetts 57
Allston Vacation Rentals in Boston, Massachusetts 54
Jamaica Plain Vacation Rentals in Boston, Massachusetts 48
South Boston Vacation Rentals in Boston, Massachusetts 44

There are 1653 Castle Island, MA Vacation Rentals

Recently Booked Hotels, Resorts, or Rentals in Castle Island