Padre Bliss - Vacation Rentals in Chappaquiddick
House
10.0
(
63 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
896 ft²
-
Parking -
Pool -
Ocean View -
Balcony/Terrace
US $473
/Night
7 Nights - $3,309
House
10.0
(
1 Review
)
3 Bedrooms
2 Bathrooms
6 Guests
1388.54 ft²
-
Balcony/Terrace
-
View -
Air Conditioner -
Internet
US $873
/Night
7 Nights - $6,111
Bed & Breakfast
9.8
(
268 Reviews
)
1 Bedroom
1 Bathroom
-
Breakfast -
Balcony/Terrace
-
Kitchen -
Air Conditioner
US $367
/Night
7 Nights - $2,571
House
9.8
(
59 Reviews
)
6 Bedrooms
2 Bathrooms
10 Guests
2000 ft²
-
Oceanfront -
Parking
-
Ocean View
-
Balcony/Terrace
US $766
/Night
7 Nights - $5,360
House
10.0
(
1 Review
)
3 Bedrooms
2 Bathrooms
8 Guests
1905.21 ft²
-
Parking
-
Internet
-
Child Friendly -
Sports/Activities
US $514
/Night
7 Nights - $3,600
House
9.4
(
217 Reviews
)
1 Bedroom
1 Bathroom
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $606
/Night
7 Nights - $4,242
House
10.0
(
51 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
2400 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $1,007
/Night
7 Nights - $7,049
Bed & Breakfast
8.9
(
102 Reviews
)
14 Bedrooms
8 Bathrooms
16 Guests
157.42 ft²
-
Oceanfront
-
Breakfast
-
Ocean View
-
Balcony/Terrace
US $493
/Night
7 Nights - $3,449
House
9.6
(
17 Reviews
)
4 Bedrooms
3 Bathrooms
11 Guests
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $771
/Night
7 Nights - $5,399
House
10.0
(
25 Reviews
)
6 Bedrooms
5 Bathrooms
12 Guests
4000 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $3,407
/Night
7 Nights - $23,851
House
9.8
(
41 Reviews
)
3 Bedrooms
2 Bathrooms
7 Guests
1350 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $600
/Night
7 Nights - $4,199
House
9.8
(
59 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1225 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $909
/Night
7 Nights - $6,361
House
9.8
(
16 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1600 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $546
/Night
7 Nights - $3,819
Cottage
10.0
(
61 Reviews
)
1 Bedroom
2 Bathrooms
2 Guests
900 ft²
-
Oceanfront
-
Hot Tub -
Parking
-
Ocean View
US $366
/Night
7 Nights - $2,562
House
10.0
(
51 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
2000 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $906
/Night
7 Nights - $6,341
House
10.0
(
47 Reviews
)
2 Bedrooms
2 Bathrooms
5 Guests
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $798
/Night
7 Nights - $5,583
House
10.0
(
41 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
2400 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Ocean View
US $985
/Night
7 Nights - $6,898
House
10.0
(
33 Reviews
)
3 Bedrooms
2 Bathrooms
7 Guests
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $928
/Night
7 Nights - $6,495
House
10.0
(
30 Reviews
)
5 Bedrooms
5 Bathrooms
10 Guests
2911 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $2,098
/Night
7 Nights - $14,684
Cottage
10.0
(
19 Reviews
)
4 Bedrooms
2 Bathrooms
9 Guests
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $472
/Night
7 Nights - $3,304
House
10.0
(
17 Reviews
)
4 Bedrooms
3 Bathrooms
9 Guests
2500 ft²
-
Private Pool -
Oceanfront
-
Hot Tub
-
Parking
US $1,478
/Night
7 Nights - $10,345
Cottage
10.0
(
15 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1200 ft²
-
Parking
-
Spa -
Ocean View
-
Balcony/Terrace
US $447
/Night
7 Nights - $3,128
House
10.0
(
14 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
-
Parking
-
Pool
-
Kitchen
-
Air Conditioner
US $1,661
/Night
7 Nights - $11,629
House
10.0
(
12 Reviews
)
3 Bedrooms
4 Bathrooms
11 Guests
4000 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $1,143
/Night
7 Nights - $7,998
★ Pro Tip: Padrebliss makes it easy to compare the best listings on Padrebliss homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Padrebliss 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 Chappaquiddick.
Weather in Chappaquiddick
View the weather forecast for Chappaquiddick before booking your Chappaquiddick 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
Chappaquiddick Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Chappaquiddick?
There are a lot of options in Chappaquiddick. If you plan on staying in the Chappaquiddick area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Chappaquiddick:
- Luxury Katama 5BR - Pool, Hot Tub, Bocce & Firepit Steps from South Beach
- Captain Morse House Luxury - In Town, Walk to Waterfront, Beach, Pets, 5 stars
- Walk To Downtown and Beaches
- Light-Filled Romantic Cottage Close to Village, Beach, Bike Path, Nature Trails
- This Romantic Cottage is Simply a Cut Above -
- Edgartown close to beach and town 6BD with Pool and Hot Tub
- Perfect Family Home, walk or bike to town
- 5 minute walk to downtown Edgartown, very close ride to State Beach/South Beach.
- Walk to Village Bike to beach - AC, 4 BdRms 3 Full Baths, Sleeps 8: Immaculate!
- Walk to Edgartown Wharf - Upgraded Vineyard Home with AC and Outdoor Shower
How many vacation rentals are available in Chappaquiddick?
Currently, the total number of properties listed in 2026 is over 375 in the Chappaquiddick area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Chappaquiddick.
