44+ Vacation Rentals Near Head Beach |
  1. USA
  2. Maine
  3. Boothbay Harbor
  4. Head Beach

Hotel In Greenville - Vacation Rentals in Head Beach

Salt Cottage…oceanfront solitude in Maine From US $1,145
         

10.0 (7 Reviews)
House
Salt Cottage…oceanfront solitude in Maine
  • Parking
  • TV
  • Balcony/Terrace

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Mermaid From US $855
         

New
House
Mermaid
  • Parking
  • Balcony/Terrace
  • Child Friendly

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Renovated 3-BR boathouse built atop water in quiet cove; private float & trails From US $629
         

10.0 (2 Reviews)
Cabin
Renovated 3-BR boathouse built atop water in quiet cove; private float & trails
  • Parking
  • TV
  • Security/Safety

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Escape to Positive Outlook From US $107
         

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9.5 (4 Reviews)
House
Escape to Positive Outlook
  • Air Conditioner
  • Parking
  • Pet Friendly

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Charming, quiet 3-BR cottage; private access to cove and forest trails From US $506
         

10.0 (2 Reviews)
Cottage
Charming, quiet 3-BR cottage; private access to cove and forest trails
  • TV
  • Security/Safety
  • Sports/Activities

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Fantastic Waterfront Views From US $329
         

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9.3 (3 Reviews)
House
Fantastic Waterfront Views
  • Parking
  • Pet Friendly
  • Balcony/Terrace

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Escape to Positive Outlook From US $217
         

10.0 (2 Reviews)
House
Escape to Positive Outlook
  • View
  • Ocean View
  • Balcony/Terrace

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3 charming cottages sleeping 14 on an ocean cove, 21-acre forest property From US $1,116
         

10.0 (1 Review)
Cottage
3 charming cottages sleeping 14 on an ocean cove, 21-acre forest property
  • Air Conditioner
  • Parking
  • TV

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Cozy and charming coastal retreat From US $343
         

9.8 (31 Reviews)
House
Cozy and charming coastal retreat
  • Parking
  • TV
  • View

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Popham Beach Family-Friendly Home From US $491
         

9.6 (18 Reviews)
House
Popham Beach Family-Friendly Home
  • Parking
  • View
  • Ocean View

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Fantastic Waterfront Views From US $271
         

9.6 (14 Reviews)
House
Fantastic Waterfront Views
  • Parking
  • Pet Friendly
  • View

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Sweet comfy cottage on Small Point Road From US $552
         

9.4 (3 Reviews)
Cottage
Sweet comfy cottage on Small Point Road
  • Air Conditioner
  • Parking
  • TV

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Lovely 3-bedroom house in coastal Phippsburg, ME. Outstanding views From US $472
         

9.4 (3 Reviews)
House
Lovely 3-bedroom house in coastal Phippsburg, ME. Outstanding views
  • Parking
  • TV
  • Bedding/Linens

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Mid Coast Getaway w/water views From US $188
         

9.2 (5 Reviews)
House
Mid Coast Getaway w/water views
  • Parking
  • Pet Friendly
  • TV

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Comfortable & Cozy Getaway on Casco Bay From US $110
         

6.0 (5 Reviews)
Apartment
Comfortable & Cozy Getaway on Casco Bay
  • Parking
  • Security/Safety
  • Wellness Facilities

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6 BR in 2 Updated Cottages on an ocean cove in "off-the-grid" Phippsburg From US $1,090
         

New
Cottage
6 BR in 2 Updated Cottages on an ocean cove in "off-the-grid" Phippsburg
  • Air Conditioner
  • Parking
  • TV

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2 updated cottages sleeping 8 on a quiet ocean cove in "off the grid" Phippsburg From US $864
         

New
Cottage
2 updated cottages sleeping 8 on a quiet ocean cove in "off the grid" Phippsburg
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  • TV
  • Security/Safety

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Two charming cottages, a quiet ocean cove, a serene forest with private trails From US $619
         

New
Cottage
Two charming cottages, a quiet ocean cove, a serene forest with private trails
  • Air Conditioner
  • Parking
  • TV

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New Listing! Waterfront Cottage Near Sebasco Estates; Ocean Access | Perfect Couples Escape! From US $453
         

New
Cottage
New Listing! Waterfront Cottage Near Sebasco Estates; Ocean Access | Perfect Couples Escape!
  • Parking
  • TV
  • View

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Cozy Coastal Guest Cottage with Water Views Near Popham Beach- From US $261
         

New
House
Cozy Coastal Guest Cottage with Water Views Near Popham Beach-
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  • TV
  • Security/Safety

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Dramatic oceanfront 270 degrees from Waterfront From US $997
         

9.8 (22 Reviews)
House
Dramatic oceanfront 270 degrees from Waterfront
  • Parking
  • Pet Friendly
  • TV

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Exceptional Private Oceanfront Home, Magnificent Views, 5 Bed, 4 Bath, & More. From US $1,341
         

10.0 (27 Reviews)
House
Exceptional Private Oceanfront Home, Magnificent Views, 5 Bed, 4 Bath, & More.
  • Air Conditioner
  • Parking
  • TV

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Private Bayfront Home 2 mins from Popham Beach with Hot Tub From US $904
         

10.0 (5 Reviews)
House
Private Bayfront Home 2 mins from Popham Beach with Hot Tub
  • Air Conditioner
  • TV
  • View

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Oceanfront, private home, 3 Bed, 3 Baths, near beaches, golf, dining & more. From US $628
         

10.0 (2 Reviews)
House
Oceanfront, private home, 3 Bed, 3 Baths, near beaches, golf, dining & more.
  • Parking
  • TV
  • View

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★ Pro Tip: Hotelingreenville makes it easy to compare the best listings on Hotelingreenville homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Hotelingreenville 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 Head Beach.

Weather in Head Beach

View the weather forecast for Head Beach before booking your Head Beach 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

Top Attractions Around Head Beach, ME

Hotelingreenville offers a large selection of top attractions around Head Beach. Research things to do on your vacation before you visit Head Beach.


Popham Beach State Park Popham Beach Casco Bay Maine Maritime Museum Reid State Park Bailey Island Bridge Land's End Gift Shop Bates-Morse Mountain Conservation Area Georgetown Historical Society Thomas Point Beach Paddleworks Seguin Island Lighthouse Southport Memorial Library Doubling Point Lighthouse Cobwork Bridge Fort Popham State Historic Site Ash Cove Pottery Ragged Island Half Mile Beach Josephine Newman Audubon Sanctuary

Head Beach Vacation Rental Frequently Asked Questions

How many vacation rentals are available in Head Beach?

Currently, the total number of properties listed in 2026 is over 44 in the Head Beach area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Head Beach.