Best Vacation Homes in East Chop
House
10.0(23 Reviews)
2 Bedrooms
2 Baths
6 Guests
Private Pool
Parking
Pool
Ocean View
US $734/Night
7 Nights - US $5,141
Apartment
10.0(1 Review)
1 Bedroom
1 Bath
2 Guests
699.65 ft²
View
Air Conditioner
Internet
Child Friendly
US $331/Night
7 Nights - US $2,314
Apartment
9.4(92 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
Balcony/Terrace
Kitchen- Air Conditioner
US $696/Night
7 Nights - US $4,871
House
9.0(1 Review)
4 Bedrooms
2 Baths
10 Guests
936.46 ft²
- Balcony/Terrace
- View
- Air Conditioner
- Internet
US $816/Night
7 Nights - US $5,712
House
8.8(9 Reviews)
2 Bedrooms
1 Bath
6 Guests
1000 ft²
Oceanfront- Parking
- Ocean View
- Balcony/Terrace
US $631/Night
7 Nights - US $4,420
Apartment
8.8(8 Reviews)
1 Bedroom
1 Bath
3 Guests
100 ft²
- Oceanfront
- Parking
- Ocean View
- View
US $380/Night
7 Nights - US $2,658
Apartment
2 Bedrooms
1 Bath
4 Guests
- Internet
- Child Friendly
Laundry
Bedding/Linens
US $664/Night
7 Nights - US $4,648
Apartment
2 Bedrooms
1 Bath
3 Guests
- Internet
- Child Friendly
- Laundry
- Bedding/Linens
US $537/Night
7 Nights - US $3,760
East Chop Luxury Rentals
New
House
4 Bedrooms
4 Baths
7 Guests
2661 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $3,051/Night
7 Nights - US $21,359
Cottage
3 Bedrooms
1 Bath
6 Guests
Hot Tub- Parking
- Ocean View
- Balcony/Terrace
US $2,737/Night
7 Nights - US $19,159
House
12 Bedrooms
7 Baths
20 Guests
- Internet
- Child Friendly
- Laundry
- Bedding/Linens
US $2,522/Night
7 Nights - US $17,657
House
4 Bedrooms
3 Baths
9 Guests
2002.09 ft²
- Balcony/Terrace
- View
- Air Conditioner
- Internet
US $2,351/Night
7 Nights - US $16,457
House
9.8(46 Reviews)
5 Bedrooms
2 Baths
12 Guests
2250 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $2,143/Night
7 Nights - US $15,004
House
9.8(12 Reviews)
4 Bedrooms
3 Baths
8 Guests
1600 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $1,984/Night
7 Nights - US $13,891
New
House
5 Bedrooms
2 Baths
12 Guests
2500 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $1,842/Night
7 Nights - US $12,897
House
9.6(5 Reviews)
6 Bedrooms
4 Baths
10 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $1,757/Night
7 Nights - US $12,302
East Chop Pet Friendly Vacation Rentals
House
10.0(84 Reviews)
4 Bedrooms
2 Baths
8 Guests
1800 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $712/Night
7 Nights - US $4,986
House
9.0(1 Review)
3 Bedrooms
1 Bath
6 Guests
1001.04 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $377/Night
7 Nights - US $2,637
House
10.0(2 Reviews)
6 Bedrooms
4 Baths
11 Guests
2800 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $1,334/Night
7 Nights - US $9,337
House
8.0(1 Review)
4 Bedrooms
3 Baths
7 Guests
1323.96 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $702/Night
7 Nights - US $4,914
House
9.8(6 Reviews)
3 Bedrooms
1 Bath
7 Guests
2000 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $1,497/Night
7 Nights - US $10,477
House
9.6(16 Reviews)
4 Bedrooms
2 Baths
10 Guests
941 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $1,000/Night
7 Nights - US $7,003
House
9.6(4 Reviews)
3 Bedrooms
2 Baths
6 Guests
1488 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $584/Night
7 Nights - US $4,089
House
9.4(10 Reviews)
7 Bedrooms
2 Baths
16 Guests
2700 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $1,742/Night
7 Nights - US $12,196
East Chop Large Vacation Homes
House
10.0(76 Reviews)
5 Bedrooms
4 Baths
12 Guests
3500 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $1,570/Night
7 Nights - US $10,988
House
4 Bedrooms
3 Baths
10 Guests
1851.39 ft²
- Balcony/Terrace
- View
- Air Conditioner
- Internet
US $1,276/Night
7 Nights - US $8,932
House
10.0(41 Reviews)
4 Bedrooms
4 Baths
13 Guests
2600 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $682/Night
7 Nights - US $4,775
House
5 Bedrooms
2 Baths
12 Guests
2034.38 ft²
- Balcony/Terrace
- View
- Air Conditioner
- Internet
US $871/Night
7 Nights - US $6,099
House
10.0(21 Reviews)
6 Bedrooms
3 Baths
12 Guests
2950 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $1,058/Night
7 Nights - US $7,407
House
10.0(10 Reviews)
5 Bedrooms
4 Baths
10 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $1,405/Night
7 Nights - US $9,833
House
5 Bedrooms
2 Baths
12 Guests
2031 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $1,553/Night
7 Nights - US $10,869
House
4 Bedrooms
3 Baths
10 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $1,198/Night
7 Nights - US $8,388
Why Choose Rent By Owner for your East Chop Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit East Chop
When should you plan your Vacation Rentals stay?
Choosing the ideal time to visit this charming destination ensures you enjoy its best conditions and local events, making your stay in East Chop’s vacation rentals both memorable and hassle-free.
Peak Season Highlights
Summer (June to August)
During the summer months, this destination experiences its peak tourist season, offering warm weather and long daylight hours ideal for enjoying the scenic coastal surroundings.
Average Temperature Daytime: 75°F - 85°F - Nighttime: 60°F - 70°F
Fall (September to October)
Early fall brings a vibrant atmosphere with pleasant temperatures and beautiful foliage, making it a popular time for travelers seeking a calm, picturesque getaway.
Average Temperature Daytime: 65°F - 75°F - Nighttime: 50°F - 60°F
Off-Season Highlights
Spring (April to May)
The region sees fewer visitors in the spring, providing a peaceful environment and mild weather perfect for exploring without the crowds.
Average Temperature Daytime: 55°F - 65°F - Nighttime: 45°F - 55°F
Winter (November to March)
Off-peak during the winter months, this is an ideal time for travelers who prefer quiet, cozy getaways away from the busiest seasons.
Average Temperature Daytime: 40°F - 50°F - Nighttime: 30°F - 40°F
Weekly Weather Forecast for East Chop
How to Book Your East Chop Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
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.
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
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
- Enjoy outdoor dining areas perfect for savoring meals with a view of the surrounding scenery.
- Make the most of spacious decks or patios ideal for relaxing and entertaining outside.
- Benefit from private gardens or landscaped yards that provide a peaceful outdoor retreat.
- Take advantage of outdoor grills for casual barbecues in this popular coastal destination.
- Relax on comfortable outdoor furniture designed for lounging and soaking up the sun.
- Explore possible access to nearby beaches or waterfronts, enhancing your outdoor experience.
- Utilize outdoor showers or bathing stations for convenience after day trips to the area’s natural attractions.
Top Attractions Around East Chop
What attractions are nearby?
Within this charming destination, you can enjoy a variety of nearby outdoor activities such as scenic walks along the waterfront, exploring local parks, and engaging in water-based pursuits, all conveniently accessible from your East Chop accommodation.
Family Activities
- East Chop Lighthouse Tour: Discover the historic lighthouse that offers breathtaking views and an educational experience for the whole family in this charming part of the region.
- Beach Day at East Chop Park: Spend quality time building sandcastles and swimming at the scenic East Chop beaches, perfect for relaxing with children in the area.
- Family Cycling along the Shoreline: Explore the local bike paths that wind through picturesque scenery, making it an ideal activity for active families visiting here.
- Discovering Local Maritime History: Visit nearby maritime museums that provide engaging exhibits, enriching your understanding of the area's rich nautical heritage.
Adult Activities
- Cliff Walks along the Shoreline: Explore scenic coastal trails that offer stunning views and a peaceful escape here in East Chop.
- Private Boat Charters: Experience the region’s maritime charm by renting a boat for a day of cruising and sightseeing on the water.
- Historical Landmarks Tour: Discover the area's rich history through guided visits to notable landmarks and historic sites nearby.
- Fine Dining Experiences: Indulge in local culinary delights at upscale restaurants, perfect for relaxed evenings after your day’s activities.
Other Places to Stay in East Chop, MA
Martha's Vineyard Hospital
Martha's Vineyard Hospital Development
East Chop Light
East Chop Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Activities Early: Secure your preferred outdoor and local experiences in this destination ahead of time to make the most of your stay.
- Explore Local Dining Options: Take advantage of nearby eateries to enjoy authentic regional cuisine without the hassle of long travel distances.
- Choose a Prime Location for Your Vacation Rentals: Opt for properties close to the area’s key attractions to maximize your convenience and time spent exploring.
- Pack Thoughtfully for the Climate: Prepare for the region’s weather patterns to ensure a comfortable and enjoyable visit throughout your trip.
Transportation Options
- Ferry Services: You can enjoy scenic ferry rides that connect this destination to nearby islands and mainland points, offering both transportation and stunning views of the region.
- Local Taxis and Rideshares: Reliable taxi and rideshare options operate within the area, providing convenient transportation for exploring East Chop and its surroundings.
- Car Rentals: Renting a vehicle gives you the flexibility to explore the region at your own pace, with several rental agencies available nearby.
- Public Transit: Bus services are accessible for getting around here, making it easy to reach key locations within the town and beyond.
Local Customs Options
- East Chop Lighthouse Traditions: Respect the maritime customs by observing local guidelines when visiting the historic lighthouse, a prominent feature of the area’s coastal heritage.
- Seafood Dining Etiquette: Embrace the region's culinary customs by trying fresh seafood dishes and adhering to dining manners that celebrate this coastal community’s rich fishing history.
- Community Celebrations: Participate in seasonal festivals and events that highlight East Chop’s local traditions, providing a genuine experience of the area's cultural spirit.
- Respect for Nature: Practice environmentally conscious habits, such as proper waste disposal and respecting protected natural areas, to preserve the region's scenic beauty for future visitors.
East Chop Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in East Chop?
There are a lot of options in East Chop. If you plan on staying in the East Chop area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in East Chop:
- Close to town, beautifully updated
- Modern, luxury 5-bed, 4.5-bath w/full basement! Now booking for 2026!
- Historic Home in East Chop
- Perfect Home For A Family Vacation With All The Amenities
- Beautiful home with pool in great location- close to everything!
- Charming 6 Bedroom Cottage in East Chop with Water Views! Walk to Beach & Town!
- Spacious 5-bedroom house with AC and WiFi in brilliant Oak Bluffs
- Historic, dog-friendly beach view house with fast WiFi, ocean view, & grill
- Oak Bluffs Rental - Walk to the Beach
- Charming 3BR Vineyard Retreat, Lg Deck w/Kitchen, Near Beach, Town Ctr & Ferry
2. Which vacation homes in East Chop are best for families?
If you are looking for a family-friendly vacation home in East Chop, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in East Chop:
3. How many Rentbyowner vacation rentals are available in East Chop?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 89 in the East Chop area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in East Chop.
4. What is the cancellation policy for vacation rentals in this area?
Cancellation policies vary by property; please review the specific listing details or contact the property owner directly to understand the terms applicable to your booking.
5. Are there any additional fees I should be aware of when booking a vacation rental here?
Additional fees such as cleaning, service charges, or security deposits are listed on each property's page. It's recommended to read the full listing or reach out to the host for clarification before confirming your reservation.
6. How do I secure my reservation for a vacation rental in this destination?
Reservations are secured through the booking platform, which may require a deposit or full payment at the time of booking. Confirming availability and completing all required steps ensures your stay is reserved.
7. What amenities can I expect in vacation rentals in the region?
Amenities vary by property but commonly include essentials like Wi-Fi, kitchen facilities, and parking. Specific amenities are detailed on each listing, so reviewing these details will help you select the perfect accommodation.
8. Is there a minimum stay requirement for booking a rental here?
Minimum stay requirements differ depending on the property and season. Check the listing details or contact the owner directly to confirm any restrictions before planning your trip.
East Chop Top Rated Vacation Rentals
House
6 Bedrooms
5 Baths
15 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $950/Night
7 Nights - US $6,650
Cottage
4 Bedrooms
1 Bath
8 Guests
- Oceanfront
Breakfast- Parking
- Pool
US $350/Night
7 Nights - US $2,450
