Ski Hotels - Vacation Rentals in Telegraph Hill

Harmony Medical Suites on Canal From US $210
         

|
10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Oasis Guest House From US $207
         

9.4 (1460 Reviews)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Boston Harbor Yacht, AC/Heat, Walk to North End WiFi From US $442
         

9.6 (146 Reviews)
Boat Rental
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in Telegraph Hill

Over 3243+ Luxury Places to Stay in or Near Telegraph Hill

Top-Rated Vacation Rentals with a Pool in Telegraph Hill

Over 523+ Top-Rated Vacation Rentals with a Pool in or Near Telegraph Hill
2BR Penthouse Boston Common DT From US $1,324
         

|
10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
South End Club Suites by Orchard From US $344
         

|
10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Gorgeous Apt with Pool Views From US $277
         

|
10.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Pool
The Langham, Boston From US $588
         

|
9.8 (1004 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Boston Harbor Hotel From US $926
         

|
9.8 (1001 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Seaport Hotel Boston From US $254
         

|
9.6 (4490 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
The Verb Hotel From US $231
         

|
9.6 (2074 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Telegraph Hill

Over 1780+ Pet-Friendly Vacation Rentals in or Near Telegraph Hill
Bluebird Suites near MIT From US $143
         

|
8.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
The Midtown Hotel MOD Collection by Sonesta From US $208
         

|
8.2 (534 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Right Near Convention Center and Train Station From US $765
         

10.0 (37 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
14a-Cozy and well decorated apartment in awesome Boston From US $544
         

10.0 (34 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Heart of Southie - Hot Tub + Walk to Top Bars From US $1,565
         

10.0 (28 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
14b-Charming, beautiful 3-bedroom apartment in Boston From US $557
         

10.0 (19 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Lg suite for up to 8 ppl/2 floor From US $697
         

10.0 (12 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
3BR3Bth Entire House/Steps to Downtown & TD Garden From US $986
         

10.0 (11 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • TV

Large Vacation Homes & Villas in Telegraph Hill

Over 237+ Large Vacation Homes & Villas in or Near Telegraph Hill
The Upton From US $129
         

|
6.5 (13 Reviews)
Apartment
  • Air Conditioner
  • Breakfast
  • Internet
Spacious, New Renovation | Near T From US $1,396
         

10.0 (31 Reviews)
House
  • Air Conditioner
  • TV
  • Security/Safety
South Boston Dream 5BD/2Bath w/Sky Deck Near Airport From US $1,334
         

10.0 (8 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace
Clean contemporary Boston duplex From US $1,634
         

10.0 (6 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace
Modern 5BR Near Downtown Boston Private Parking, Backyard & Walk to Train From US $1,206
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Cozy Oasis | Near South End From US $1,598
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • TV
  • Security/Safety
Cute Boston Condo | Near T From US $830
         

10.0 (3 Reviews)
Condo
  • Air Conditioner
  • TV
  • Balcony/Terrace

Wheelchair Accessible Vacation Homes in Telegraph Hill

Over 1509+ Wheelchair Accessible Vacation Homes in or Near Telegraph Hill
Bluebird Suites in Kendall Square From US $169
         

|
New
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
The College Club of Boston From US $436
         

|
9.4 (1007 Reviews)
Bed & Breakfast
  • Wheelchair Accessible
  • Accessibility
  • Security/Safety
Bright & Spacious Loft Steps to the Freedom Trail From US $573
         

10.0 (56 Reviews)
Condo
  • Air Conditioner
  • TV
  • Wheelchair Accessible
King Bed Loft in the Heart of Downtown Boston From US $541
         

10.0 (41 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Premium Lofty 3BR&2BA Downtown Boston Common & Garden From US $1,273
         

10.0 (4 Reviews)
Condo
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Open Air 2BR | FIDI Boston | Close to Everything! From US $733
         

Luxury Loft | W/D in Unit | Pet Friendly From US $686
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible

Telegraph Hill Vacation Rentals and Airbnb Places to Stay Under $200

Over 573+ Telegraph Hill Vacation Rentals and Airbnb Places to Stay Under $200
Amazing Location studio parking From US $144
         

|
10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Security/Safety
Copley House From US $195
         

|
9.2 (2179 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
II New apartment with Luxury amenities in Boston From US $197
         

6.8 (9 Reviews)
Bed & Breakfast
  • Air Conditioner
  • TV
  • Security/Safety
Prime NewCo South End 1BR near Ink Block w. W/D and Gym by Blueground From US $136
         

Instantly Bookable Vacation Homes in Telegraph Hill

Over 2023+ Instantly Bookable Vacation Homes in or Near Telegraph Hill
Entire Apt Downton Seaport (BEN-2010) From US $496
         

New
Apartment
  • Air Conditioner
  • Pet Friendly
  • Pool
Amazing Location in Little Italy with Roof Deck From US $434
         

10.0 (60 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace
Endless Summer: Oceanside Views From US $714
         

10.0 (42 Reviews)
Boat Rental
  • Air Conditioner
  • Parking
  • TV
Hidden Gem 2 BR/1BA near Zoo 3 mil downtown Fenway From US $358
         

10.0 (23 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Marlborough Street Condo From US $398
         

10.0 (10 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV

About Telegraph Hill Vacation Rentals

With more than 3252 Telegraph Hill vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Skihotels and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Telegraph Hill.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Skihotels Telegraph Hill, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Telegraph Hill. Places to stay near Telegraph Hill are 566.76 ft² on average, with prices averaging US $479 a night.

Skihotels makes it easy and safe to find and compare vacation rentals in Telegraph Hill with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Telegraph Hill

Type Count
Holiday Apartments 2323
Hotels 405
Vacation Homes 343
B&B 15
Hostels 5
Resorts 3
Villas 1

Use these Quick Filters to Find a Vacation Rental in Telegraph Hill

Pro Tip: Skihotels makes it easy to compare the best listings on Skihotels homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Skihotels homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Telegraph Hill.

Weather in Telegraph Hill

View the weather forecast for Telegraph Hill before booking your Telegraph Hill Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Complexes around Telegraph Hill, MA


Telegraph Hill Vacation Rental Frequently Asked Questions

Which vacation homes in Telegraph Hill are best for families?

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

How many vacation rentals are available in Telegraph Hill?

Currently, the total number of properties listed in 2026 is over 3252 in the Telegraph Hill area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Telegraph Hill.