Whitehead Vacation Rentals & Ski-in/Ski-out Homes
House
10.0Exceptional
(6 Reviews)
2 Bedrooms
1 Bath
4 Guests
1500 ft²
Parking
Ocean View
Balcony/Terrace
View
US $1,084/Night
7 Nights - US $7,589
House
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
6 Guests
1646.88 ft²
- Parking
Internet
Pet Friendly
Child Friendly
US $258/Night
7 Nights - US $1,804
Bed & Breakfast
9.6Exceptional
(128 Reviews)
1 Bedroom
1 Bath
Breakfast- Parking
- Balcony/Terrace
Air Conditioner
US $248/Night
7 Nights - US $1,733
Apartment
10.0Exceptional
(6 Reviews)
2 Bedrooms
1 Bath
7 Guests
- Parking
Kitchen- Air Conditioner
- Internet
US $645/Night
7 Nights - US $4,512
Apartment
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
4 Guests
753.47 ft²
EV Charge Station- Parking
- Balcony/Terrace
- Air Conditioner
US $532/Night
7 Nights - US $3,727
House
10.0Exceptional
(6 Reviews)
1 Bedroom
1 Bath
3 Guests
- Air Conditioner
- Internet
- Child Friendly
Laundry
US $349/Night
7 Nights - US $2,440
House
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
4 Guests
1000 ft²
Hot Tub- Parking
- Ocean View
- Balcony/Terrace
US $315/Night
7 Nights - US $2,202
Bed & Breakfast
9.8Exceptional
(96 Reviews)
2 Bedrooms
1 Bath
5 Guests
1300 ft²
- Breakfast
- Parking
Pool- Balcony/Terrace
US $357/Night
7 Nights - US $2,498
House
9.8Exceptional
(55 Reviews)
2 Bedrooms
1 Bath
8 Guests
Oceanfront- Hot Tub
- Parking
- Ocean View
US $413/Night
7 Nights - US $2,891
Luxury Places to Stay in Whitehead
Over 102+ Luxury Places to Stay in or Near Whitehead
House
9.8Exceptional
(48 Reviews)
5 Bedrooms
2 Baths
11 Guests
- Oceanfront
- Hot Tub
- Parking
- Ocean View
US $1,371/Night
7 Nights - US $9,596
House
9.6Exceptional
(7 Reviews)
5 Bedrooms
4 Baths
10 Guests
4300 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $1,173/Night
7 Nights - US $8,213
House
4 Bedrooms
2 Baths
10 Guests
2864 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $1,118/Night
7 Nights - US $7,827
New
House
4 Bedrooms
3 Baths
9 Guests
3000 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $1,103/Night
7 Nights - US $7,719
New
House
6 Bedrooms
3 Baths
16 Guests
3272 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,053/Night
7 Nights - US $7,371
House
10.0Exceptional
(7 Reviews)
5 Bedrooms
3 Baths
10 Guests
2800 ft²
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
US $963/Night
7 Nights - US $6,743
House
6 Bedrooms
3 Baths
16 Guests
3272.23 ft²
- Parking
- Balcony/Terrace
- Child Friendly
Security/Safety
US $911/Night
7 Nights - US $6,375
House
9.2Exceptional
(5 Reviews)
4 Bedrooms
2 Baths
9 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $876/Night
7 Nights - US $6,133
New
House
5 Bedrooms
2 Baths
9 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $860/Night
7 Nights - US $6,023
Top-Rated Vacation Rentals with a Pool in Whitehead
Over 4+ Top-Rated Vacation Rentals with a Pool in or Near Whitehead
Resort
8.0Excellent
(69 Reviews)
4 Baths
16 Guests
355.21 ft²
Private Pool
Private Beach- Hot Tub
- EV Charge Station
US $235/Night
7 Nights - US $1,642
Condo
9.6Exceptional
(16 Reviews)
1 Bedroom
1 Bath
4 Guests
780 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $274/Night
7 Nights - US $1,916
House
8.8Fabulous
(13 Reviews)
4 Bedrooms
2 Baths
8 Guests
1200 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $746/Night
7 Nights - US $5,222
House
5 Bedrooms
4 Baths
10 Guests
5500 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $1,271/Night
7 Nights - US $8,900
Pet-Friendly Vacation Rentals in Whitehead
Over 22+ Pet-Friendly Vacation Rentals in or Near Whitehead
House
9.8Exceptional
(20 Reviews)
1 Bedroom
1 Bath
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $376/Night
7 Nights - US $2,634
House
2 Bedrooms
1 Bath
6 Guests
893.4 ft²
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $303/Night
7 Nights - US $2,120
House
9.8Exceptional
(16 Reviews)
1 Bedroom
1 Bath
3 Guests
516 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $386/Night
7 Nights - US $2,701
Hotel
8.9Fabulous
(364 Reviews)
4 Baths
398.26 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $314/Night
7 Nights - US $2,198
House
10.0Exceptional
(12 Reviews)
3 Bedrooms
2 Baths
8 Guests
912 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $225/Night
7 Nights - US $1,573
House
10.0Exceptional
(6 Reviews)
3 Bedrooms
2 Baths
6 Guests
1650 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $305/Night
7 Nights - US $2,136
Cottage
10.0Exceptional
(3 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $447/Night
7 Nights - US $3,128
House
9.4Exceptional
(10 Reviews)
3 Bedrooms
1 Bath
5 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $329/Night
7 Nights - US $2,303
House
3 Bedrooms
3 Baths
8 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $770/Night
7 Nights - US $5,389
Large Vacation Homes & Villas in Whitehead
Over 13+ Large Vacation Homes & Villas in or Near Whitehead
House
9.2Exceptional
(5 Reviews)
4 Bedrooms
2 Baths
12 Guests
2800 ft²
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
US $372/Night
7 Nights - US $2,602
House
9.4Exceptional
(21 Reviews)
2 Bedrooms
2 Baths
14 Guests
1375 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $325/Night
7 Nights - US $2,277
House
10.0Exceptional
(5 Reviews)
6 Bedrooms
2 Baths
16 Guests
- Oceanfront
- Parking
- Ocean View
- View
US $1,283/Night
7 Nights - US $8,980
House
10.0Exceptional
(2 Reviews)
6 Bedrooms
2 Baths
12 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $546/Night
7 Nights - US $3,824
House
10.0Exceptional
(2 Reviews)
6 Bedrooms
3 Baths
8 Guests
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
US $455/Night
7 Nights - US $3,182
House
9.4Exceptional
(3 Reviews)
3 Bedrooms
3 Baths
10 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $517/Night
7 Nights - US $3,616
House
5 Bedrooms
5 Baths
10 Guests
5000 ft²
- Oceanfront
- Hot Tub
- Breakfast
- Ocean View
US $750/Night
7 Nights - US $5,250
House
4 Bedrooms
3 Baths
13 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $482/Night
7 Nights - US $3,375
Condo
8.0Excellent
(20 Reviews)
5 Bedrooms
2 Baths
10 Guests
1400 ft²
- Oceanfront
- Hot Tub
- Parking
- Ocean View
US $322/Night
7 Nights - US $2,254
Wheelchair Accessible Vacation Homes in Whitehead
Over 2+ Wheelchair Accessible Vacation Homes in or Near Whitehead
House
9.8Exceptional
(17 Reviews)
1 Bedroom
1 Bath
4 Guests
700 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $448/Night
7 Nights - US $3,137
Bed & Breakfast
9.4Exceptional
(325 Reviews)
1 Bedroom
1 Bath
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
US $434/Night
7 Nights - US $3,038
Whitehead Resorts and Airbnb Homes Under $200
Over 12+ Whitehead Resorts and Airbnb Homes Under $200
Condo
2 Bedrooms
1 Bath
4 Guests
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
US $155/Night
7 Nights - US $1,088
Apartment
8.3Excellent
(3 Reviews)
4 Bedrooms
1 Bath
4 Guests
850.35 ft²
- Private Beach
- Oceanfront
- EV Charge Station
- Parking
US $181/Night
7 Nights - US $1,264
House
3 Bedrooms
2 Baths
7 Guests
- Oceanfront
- Hot Tub
- Parking
- Ocean View
US $130/Night
7 Nights - US $912
Hotel
9.2Exceptional
(143 Reviews)
4 Baths
462.84 ft²
- Parking
- Balcony/Terrace
- View
- Kitchen
US $199/Night
7 Nights - US $1,390
House
3 Bedrooms
1 Bath
6 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $111/Night
7 Nights - US $774
House
9.8Exceptional
(37 Reviews)
2 Bedrooms
1 Bath
4 Guests
700 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $113/Night
7 Nights - US $793
House
2 Bedrooms
1 Bath
6 Guests
- Balcony/Terrace
- Air Conditioner
- Internet
- Pet Friendly
US $195/Night
7 Nights - US $1,362
House
3 Bedrooms
1 Bath
5 Guests
- Ocean View
- View
- Kitchen
- Internet
US $130/Night
7 Nights - US $910
House
4 Bedrooms
3 Baths
7 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $158/Night
7 Nights - US $1,103
Instantly Bookable Vacation Homes in Whitehead
Over 35+ Instantly Bookable Vacation Homes in or Near Whitehead
House
9.8Exceptional
(18 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $446/Night
7 Nights - US $3,120
Apartment
9.6Exceptional
(19 Reviews)
1 Bedroom
1 Bath
4 Guests
600 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $335/Night
7 Nights - US $2,346
House
9.6Exceptional
(5 Reviews)
2 Bedrooms
1 Bath
5 Guests
750 ft²
- Ocean View
- View
- Air Conditioner
- Internet
US $612/Night
7 Nights - US $4,285
Apartment
2 Bedrooms
1 Bath
5 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $307/Night
7 Nights - US $2,146
House
10.0Exceptional
(3 Reviews)
4 Bedrooms
2 Baths
6 Guests
- Parking
- Kitchen
- Internet
- Child Friendly
US $433/Night
7 Nights - US $3,032
House
9.8Exceptional
(31 Reviews)
3 Bedrooms
1 Bath
6 Guests
1800 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $348/Night
7 Nights - US $2,436
Condo
7.4Very Good
(11 Reviews)
4 Bedrooms
2 Baths
8 Guests
- Oceanfront
- Hot Tub
- Ocean View
- Balcony/Terrace
US $284/Night
7 Nights - US $1,986
Condo
7.2Very Good
(21 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Ocean View
US $254/Night
7 Nights - US $1,775
House
3 Bedrooms
2 Baths
8 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $526/Night
7 Nights - US $3,683
Book a Last Minute Place to Stay in Whitehead
About Whitehead Vacation Rentals
Explore over 111 vacation rentals in Whitehead with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Whitehead for more space and value.
In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Whitehead. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Whitehead tailored to your preferences. On average, these rentals offer 709.24 ft² of space, and are priced at an average of US $480 per night.
SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Whitehead at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.
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Top Types of Ski Accommodations in Whitehead
| Type | Count |
|---|---|
| Vacation Homes | 77 |
| Holiday Apartments | 13 |
| B&B | 5 |
| Cottages | 4 |
Use these Quick Filters to Find a Vacation Rental in Whitehead
★ Pro Tip: Discover Your Ideal Vacation Rental in Whitehead with SunSki Resorts™. Compare a diverse array of properties, including RBO homes, vacation rentals, cottages, cabins, and more. Utilize our advanced filters to search by location, amenities, and price. Book with confidence and enjoy savings of up to 40-60% compared to a hotel stay. Create unforgettable memories with SunSki Resorts™.
Weather in Whitehead, MA
View the weather forecast for Whitehead before booking your Whitehead 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
Frequently Asked Questions About Whitehead?
What are the top vacation rentals in Whitehead?
When organizing your trip to Whitehead, don't miss the chance to explore the top-rated vacation rentals in the vicinity. With a plethora of options available, you're bound to discover the ideal accommodation for your stay in Whitehead. Peruse our collection of highly-rated properties and secure your reservation today.
- Beautiful Ocean front home - Quiet neighborhood
- Monthly Rental/House on Atlantic Hill- Easy access to Nantasket/Gunrock Beaches.
- Perfect for Large Families, Yard, Ocean Views. 4 Floors, 2 Living Rooms, Office
- Renovated Beach House with 180 degree Ocean Views, Steps to the Sand
- NEW Charming Walk to beach 2-bedroom Coastal Home
- Ocean front Studio across from beach
- Steps to Nantasket Beach: Waterfront Gem w/Patio!
- 3 bedroom/2 bath house, steps to beach in beachside Alphabet neighborhood.
- Charming 3-bedroom house near the beach in Hull
- 3BR UPPER DUPLEX - SUNNY AND SPOTLESS!
Which vacation homes or resorts in Whitehead are best for families?
Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in Whitehead. Enjoy great views, locations and save money with SunSki Resorts.™
How many SunSkiResorts vacation rentals or resorts are available in Whitehead?
Discover the ideal vacation rental in Whitehead with SunSki Resorts™. We provide an extensive selection of over 111 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Whitehead.
Nearby Neighborhood (1)
| Neighborhood | Property Count |
|---|---|
| Kenberma Vacation Rentals in Boston, Massachusetts | 43 |
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