Simply Travel Guide - Vacation Rentals in Old Harbor
House
3 Bedrooms
1 Bathroom
6 Guests
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $1,039
/Night
7 Nights - $7,274
US $208
/Night
7 Nights - $1,459
House
4 Bedrooms
3 Bathrooms
9 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $1,103
/Night
7 Nights - $7,722
Bed & Breakfast
19 Bedrooms
19 Bathrooms
38 Guests
296.86 ft²
-
Parking
-
Balcony/Terrace
-
View
-
Air Conditioner
US $3,757
/Night
7 Nights - $26,299
US $566
/Night
7 Nights - $3,965
House
2 Bedrooms
2 Bathrooms
4 Guests
1500 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $647
/Night
7 Nights - $4,529
Apartment
4 Bedrooms
2 Bathrooms
10 Guests
904.17 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $515
/Night
7 Nights - $3,605
House
3 Bedrooms
2 Bathrooms
6 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $642
/Night
7 Nights - $4,492
House
3 Bedrooms
1 Bathroom
6 Guests
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $962
/Night
7 Nights - $6,732
House
3 Bedrooms
2 Bathrooms
8 Guests
1800 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $865
/Night
7 Nights - $6,057
Apartment
1 Bedroom
1 Bathroom
4 Guests
660 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $442
/Night
7 Nights - $3,096
House
3 Bedrooms
2 Bathrooms
8 Guests
980 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $2,087
/Night
7 Nights - $14,611
Apartment
2 Bedrooms
1 Bathroom
7 Guests
700 ft²
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Pet Friendly
US $715
/Night
7 Nights - $5,003
US $1,130
/Night
7 Nights - $7,908
Apartment
1 Bedroom
1 Bathroom
2 Guests
300 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $385
/Night
7 Nights - $2,692
House
4 Bedrooms
3 Bathrooms
8 Guests
-
Oceanfront
-
Parking
-
Ocean View
-
View
US $1,442
/Night
7 Nights - $10,095
House
3 Bedrooms
2 Bathrooms
6 Guests
1504 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $1,150
/Night
7 Nights - $8,052
House
4 Bedrooms
2 Bathrooms
8 Guests
1800 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $932
/Night
7 Nights - $6,521
House
7 Bedrooms
2 Bathrooms
13 Guests
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $1,549
/Night
7 Nights - $10,845
House
4 Bedrooms
2 Bathrooms
10 Guests
-
Oceanfront
-
Hot Tub
-
Parking
-
Ocean View
US $1,233
/Night
7 Nights - $8,630
Cottage
4 Bedrooms
1 Bathroom
8 Guests
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $953
/Night
7 Nights - $6,669
Cottage
3 Bedrooms
1 Bathroom
7 Guests
-
Ocean View
-
Balcony/Terrace
-
View
-
Kitchen
US $540
/Night
7 Nights - $3,777
House
2 Bedrooms
2 Bathrooms
6 Guests
1694 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $679
/Night
7 Nights - $4,751
★ Pro Tip: Simplytravelguide makes it easy to compare the best listings on Simplytravelguide homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Simplytravelguide 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 Old Harbor.
Weather in Old Harbor
View the weather forecast for Old Harbor before booking your Old Harbor Vacation Rentals to confirm your best time to go.
December - February
High 45°F Low 24°F
March - May
High 66°F Low 27°F
June - August
High 81°F Low 59°F
September - November
High 77°F Low 35°F
Old Harbor Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Old Harbor?
There are a lot of options in Old Harbor. If you plan on staying in the Old Harbor area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Old Harbor:
- Charming Block Island Cottage with Pond
- Beach is just steps away! Private path from upscale family home! Booking 2026!
- Heart of Downtown-New Construction-Walk to the Beach-Central Air-Ocean Views
- Private 2BR Peach Cottage. Easy walk to Old Harbor!
- Gorgeous home in PRIME LOCATION- close to everything with air conditioning
- 2 Cozy Bedrooms. NOT whole house. Private entrance. Easy walk to Old Harbor!
- Block Island The Way It Used To Be! Steps From Everything!
- Sandy’s House, A Spacious and Welcoming Multi-family Retreat/Thursday Turnover
- Red Gate Farm: Lovingly Maintained Block Island Farmhouse
- Easy Breezy living!
How many vacation rentals are available in Old Harbor?
Currently, the total number of properties listed in 2026 is over 192 in the Old Harbor area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Old Harbor.