Best Vacation Homes in Whitehead
House
10.0(6 Reviews)
2 Bedrooms
1 Bath
4 Guests
1500 ft²
Fireplace/Heating
Ocean View
Balcony/Terrace
View
R17,942/Night
7 Nights - R125,592
House
10.0(1 Review)
3 Bedrooms
2 Baths
6 Guests
1646.88 ft²
- Fireplace/Heating
Pet Friendly
Parking
Internet
R4,246/Night
7 Nights - R29,730
Bed & Breakfast
9.6(126 Reviews)
1 Bedroom
1 Bath
- Balcony/Terrace
Breakfast- Parking
Air Conditioner
R2,991/Night
7 Nights - R20,929
House
10.0(5 Reviews)
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
Child Friendly
R5,364/Night
7 Nights - R37,541
Bed & Breakfast
9.7(43 Reviews)
3 Bedrooms
3 Baths
7 Guests
459.26 ft²
Oceanfront- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R4,812/Night
7 Nights - R33,685
Apartment
10.0(4 Reviews)
2 Bedrooms
1 Bath
7 Guests
- Fireplace/Heating
- Pet Friendly
Kitchen- Parking
R5,522/Night
7 Nights - R38,662
House
10.0(3 Reviews)
1 Bedroom
1 Bath
4 Guests
1000 ft²
Hot Tub- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R5,153/Night
7 Nights - R36,074
Bed & Breakfast
9.8(93 Reviews)
2 Bedrooms
1 Bath
5 Guests
1300 ft²
- Fireplace/Heating
Pool- Balcony/Terrace
- Breakfast
R4,744/Night
7 Nights - R33,207
Whitehead Luxury Rentals
House
10.0(16 Reviews)
5 Bedrooms
3 Baths
12 Guests
4500 ft²
Private Pool- Oceanfront
- Fireplace/Heating
- Pool
R27,580/Night
7 Nights - R193,060
House
9.2(5 Reviews)
5 Bedrooms
4 Baths
10 Guests
4300 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
R24,010/Night
7 Nights - R168,077
New
House
6 Bedrooms
3 Baths
16 Guests
3272.23 ft²
- Fireplace/Heating
- Parking
- Child Friendly
Security/Safety
R22,797/Night
7 Nights - R159,574
House
9.8(47 Reviews)
5 Bedrooms
2 Baths
11 Guests
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
R20,928/Night
7 Nights - R146,489
New
House
6 Bedrooms
3 Baths
16 Guests
3272 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R18,086/Night
7 Nights - R126,598
House
10.0(6 Reviews)
5 Bedrooms
3 Baths
10 Guests
2800 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R17,046/Night
7 Nights - R119,330
New
House
4 Bedrooms
2 Baths
10 Guests
2864 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R16,075/Night
7 Nights - R112,524
House
9.0(4 Reviews)
4 Bedrooms
2 Baths
9 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
R12,618/Night
7 Nights - R88,332
Whitehead Pet Friendly Vacation Rentals
House
9.8(52 Reviews)
2 Bedrooms
1 Bath
8 Guests
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
R6,016/Night
7 Nights - R42,106
Hotel
8.8(375 Reviews)
4 Baths
398.26 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R5,175/Night
7 Nights - R36,223
House
9.8(20 Reviews)
1 Bedroom
1 Bath
4 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R5,596/Night
7 Nights - R39,172
House
10.0(12 Reviews)
3 Bedrooms
2 Baths
8 Guests
912 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R5,273/Night
7 Nights - R36,915
House
10.0(11 Reviews)
3 Bedrooms
1 Bath
6 Guests
2054 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
R10,283/Night
7 Nights - R71,984
House
10.0(4 Reviews)
3 Bedrooms
2 Baths
6 Guests
1650 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
R4,433/Night
7 Nights - R31,031
Cottage
10.0(1 Review)
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
R9,449/Night
7 Nights - R66,150
House
9.8(7 Reviews)
3 Bedrooms
1 Bath
5 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R6,607/Night
7 Nights - R46,259
Whitehead Large Vacation Homes
House
9.4(21 Reviews)
2 Bedrooms
2 Baths
14 Guests
1375 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R5,360/Night
7 Nights - R37,524
House
9.8(8 Reviews)
4 Bedrooms
2 Baths
10 Guests
1600 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
R6,837/Night
7 Nights - R47,857
House
9.2(5 Reviews)
4 Bedrooms
2 Baths
12 Guests
2800 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R10,738/Night
7 Nights - R75,164
House
10.0(5 Reviews)
6 Bedrooms
2 Baths
16 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
R21,141/Night
7 Nights - R147,988
House
10.0(2 Reviews)
6 Bedrooms
2 Baths
12 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
R9,002/Night
7 Nights - R63,019
House
10.0(2 Reviews)
6 Bedrooms
3 Baths
8 Guests
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R7,490/Night
7 Nights - R52,439
House
9.4(3 Reviews)
3 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
R8,513/Night
7 Nights - R59,591
House
5 Bedrooms
4 Baths
10 Guests
5500 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
R20,954/Night
7 Nights - R146,670
Why Choose Rent By Owner for your Whitehead 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.
Popular Areas for Whitehead Vacation Rentals
Where are the best neighborhoods to stay in Whitehead?
When choosing a neighborhood to stay in Whitehead, Hull, Massachusetts, you’ll find that each area offers its own unique charm and convenient access to the picturesque surroundings. Whether you prefer a peaceful seaside retreat or a lively community atmosphere, Whitehead provides a variety of options for finding the perfect vacation rentals. Exploring the local neighborhoods allows you to experience the authentic character of Hull, making your stay both comfortable and memorable. Trust in reliable accommodations as you plan your getaway in this beautiful coastal town.
Kenberma
In this charming neighborhood, you can enjoy a peaceful coastal atmosphere while staying close to the scenic beaches of Hull. It's an ideal spot for travelers seeking a relaxing getaway with convenient access to the region's natural beauty.
View 41+ Rentals in KenbermaBest Times to Visit Whitehead
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit here ensures you can enjoy this destination’s natural beauty and local charm at its best, making your stay in the region truly memorable.
Peak Season Highlights
Summer (June to August)
During the summer months, you can enjoy warm temperatures and long daylight hours, making it an ideal time for seaside activities in this destination.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 60°F to 70°F
Fall (September to October)
Early fall offers pleasant weather and vibrant foliage, perfect for outdoor exploration and enjoying the scenic beauty of the region.
Average Temperature Daytime: 65°F to 75°F - Nighttime: 50°F to 60°F
Off-Season Highlights
Late Fall to Early Winter (November to December)
This period sees cooler temperatures and fewer visitors, providing a quieter atmosphere for those seeking relaxation in this area.
Average Temperature Daytime: 45°F to 55°F - Nighttime: 35°F to 45°F
Winter (January to February)
The winter season is characterized by colder weather and reduced crowds, offering a peaceful retreat with potential for off-season serenity.
Average Temperature Daytime: 30°F to 40°F - Nighttime: 20°F to 30°F
Weekly Weather Forecast for Whitehead
How to Book Your Whitehead 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.
Explore and book the perfect rental in Whitehead
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 with a well-equipped patio or picnic area overlooking the scenic surroundings.
- Take advantage of private or shared access to outdoor pools, perfect for relaxing after a day at the nearby beaches.
- Relax in a cozy outdoor fire pit area, ideal for evening gatherings and marshmallow roasting.
- Make the most of spacious yards or gardens, offering plenty of room for outdoor games and activities.
- Benefit from direct access to walking trails or biking paths that showcase the area's natural beauty.
- Utilize outdoor showers to rinse off after enjoying the region’s sandy beaches or waterfront adventures.
- Take in panoramic views from decks or balconies that provide a perfect setting for sunrise or sunset moments in this destination.
Top Attractions Around Whitehead
What attractions are nearby?
In this charming destination, you can enjoy a variety of outdoor activities and scenic views just moments from your accommodation, making it easy to explore the natural beauty and coastal attractions nearby.
Family Activities
- Whitehead Beach: Spend a day relaxing on the sandy shores where your family can enjoy swimming, building sandcastles, and soaking up the sun just minutes from your vacation rental.
- Hull Lifesaving Museum: Discover local maritime history while engaging your kids with interactive exhibits located in this charming museum near your stay in the area.
- Plymouth Bay Winery: Embark on a family-friendly tour of the scenic vineyards and sample local flavors, making it a delightful outing close to your holiday accommodations.
- Fishing at Whitehead: Try your hand at fishing along the coast, a popular activity for families looking to enjoy the region’s natural beauty and outdoor fun.
Adult Activities
- Whitehead Beach: Enjoy relaxing walks and sunbathing along this scenic beach known for its tranquil atmosphere and stunning ocean views.
- Hull Lifesaving Museum: Explore maritime history and learn about the area's nautical heritage through engaging exhibits at this local museum.
- Minot's Ledge Lighthouse Tour: Take a boat tour that offers spectacular views of the historic lighthouse, a symbol of the region’s maritime safety efforts.
- Water Sports Adventures: Engage in kayaking, paddleboarding, or sailing on the protected waters around here, perfect for both beginners and experienced enthusiasts.
Whitehead Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Nature Trails: Take advantage of nearby walking paths and scenic routes to enjoy the natural beauty that surrounds this coastal region.
- Visit Nearby Beaches: Make time for relaxing beach days on the pristine shores, perfect for unwinding and soaking up the sun during your stay.
- Sample Regional Cuisine: Dine at local eateries to experience authentic flavors and fresh seafood that highlight the area's culinary heritage.
- Plan Off-Peak Activities: Schedule visits to popular spots during quieter times to maximize enjoyment and avoid crowds in this inviting destination.
Transportation Options
- Driving Your Vehicle: You can conveniently explore the area by car, with easy access to local roads leading directly to charming beaches and scenic spots.
- Public Transit Options: Buses and local transit services connect you to key points in this destination, making it simple to get around without a car.
- Bike Rentals: Enjoy exploring the region at your own pace by renting a bicycle, which is a popular way to experience the local scenery and coastline.
- Taxi and Rideshare Services: Taxis and rideshare options provide quick and reliable transportation for short trips or when you prefer to avoid driving yourself.
Local Customs Options
- Local Seafood Dining Customs: Here, enjoying fresh seafood is a cherished tradition that reflects the area's maritime heritage and is often celebrated with community gatherings.
- Harbor Festivals: Participating in seasonal harbor festivals allows visitors to experience local pride and connect with the region's coastal culture through traditional crafts and music.
- Respect for Maritime Heritage: Visitors are encouraged to observe respectful behaviors at the historic maritime sites, honoring the long-standing fishing and boating customs of the area.
- Community Holiday Celebrations: Traditional holiday events, such as local parades and town-wide festivities, showcase the area's unique way of celebrating seasons with a sense of camaraderie and local pride.
Frequently Asked Questions About Whitehead?
1. What are the top vacation rentals in Whitehead?
There are a lot of options in Whitehead. If you plan on staying in the Whitehead area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Whitehead:
- Beautiful Hingham Family Estate, Heated Pool and Game Room.
- Monthly Rental/House on Atlantic Hill- Easy access to Nantasket/Gunrock Beaches.
- Historic Beach House on Pond Across from Beachn- graduation, WorldCup, beach?
- Beautiful Ocean front home - Quiet neighborhood
- Renovated Beach House with 180 degree Ocean Views, Steps to the Sand
- Perfect for Large Families, Yard, Ocean Views. 4 Floors, 2 Living Rooms, Office
- Ocean front Studio across from beach
- 3 bedroom/2 bath house, steps to beach in beachside Alphabet neighborhood.
- NEW Charming Walk to beach 2-bedroom Coastal Home
- Steps to Nantasket Beach: Waterfront Gem w/Patio!
2. Which vacation homes in Whitehead are best for families?
If you are looking for a family-friendly vacation home in Whitehead, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Whitehead:
3. How many Rentbyowner vacation rentals are available in Whitehead?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 108 in the Whitehead 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 Whitehead.
4. What is the cancellation policy for booking vacation rentals in this area?
Cancellation policies vary depending on the host and specific property listing. To understand the exact terms, please review the cancellation details listed on the property page or contact the owner directly for clarification.
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 may apply depending on the property. Details are typically outlined in the listing, so it’s best to read each property’s fee section carefully before confirming your reservation.
6. How do I secure my reservation for a vacation rental in this region?
Reservations are secured through the platform's booking process by submitting a valid payment method. For specific instructions or special requests, contacting the property owner directly can help ensure your booking is confirmed smoothly.
7. What amenities are usually included with vacation rentals in this destination?
Amenities vary from one property to another, but most vacation rentals offer essentials like Wi-Fi, kitchen facilities, and parking. Review the listing details to see the full list of amenities provided at each property.
8. Is it possible to get assistance if I encounter issues during my stay?
Yes, support is available through the booking platform and the property owner. For immediate concerns, contact the owner directly via the messaging system or reach out to customer service for further assistance.
Whitehead Top Rated Vacation Rentals
R2,613/Night
7 Nights - R18,293
Bed & Breakfast
8.6(41 Reviews)
1 Bedroom
1 Bath
4 Guests
800 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
R4,541/Night
7 Nights - R31,789
Resort
8.0(69 Reviews)
4 Baths
16 Guests
355.21 ft²
- Private Pool
Private Beach- Hot Tub
- Fireplace/Heating
R2,291/Night
7 Nights - R16,035
Condo
9.6(16 Reviews)
1 Bedroom
1 Bath
4 Guests
780 ft²
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
R4,510/Night
7 Nights - R31,575
House
8.8(13 Reviews)
4 Bedrooms
2 Baths
8 Guests
1200 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
R12,294/Night
7 Nights - R86,057
