Head Beach Vacation Rentals

Compare Vacation Rentals & Rent By Owner Homes in Head Beach, Phippsburg, Maine, USA

2 bedroom w/expansive water views
10.0 (4 Reviews)
2 Bedrooms 4 Guests
Escape to Positive Outlook
|
9.5 (4 Reviews)
1 Bedroom 4 Guests
Sweet comfy cottage on Small Point Road
9.4 (3 Reviews)
2 Bedrooms 4 Guests
Fantastic Waterfront Views
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9.3 (3 Reviews)
1 Bedroom 8 Guests
Mermaid
FromCA $1,204 per night
New
3 Bedrooms 12 Guests
Beautiful ocean views.
10.0 (3 Reviews)
5 Bedrooms 9 Guests
Cozy and charming coastal retreat
9.8 (31 Reviews)
3 Bedrooms 6 Guests
Dramatic oceanfront 270 degrees from Waterfront
9.8 (22 Reviews)
4 Bedrooms 8 Guests
Fantastic Waterfront Views
9.8 (17 Reviews)
3 Bedrooms 8 Guests
Popham Beach Family-Friendly Home
9.6 (18 Reviews)
5 Bedrooms 8 Guests
Cottage in Phippsburg, Maine
9.6 (8 Reviews)
4 Bedrooms 10 Guests
Mid Coast Getaway w/water views
9.6 (7 Reviews)
1 Bedroom 2 Guests
Captains Watch: A Coastal Escape
New
3 Bedrooms 7 Guests
Comfortable & Cozy Getaway on Casco Bay
New
1 Bedroom 2 Guests
Salt Cottage…oceanfront solitude in Maine
10.0 (7 Reviews)
4 Bedrooms 11 Guests
Ocean Front Property and Beach
9.4 (6 Reviews)
4 Bedrooms 10 Guests
5 Bedroom Historic Grange Hall
8.8 (8 Reviews)
6 Bedrooms 12 Guests
Coastal Maine Retreat w/Sprawling Ocean Views
8.6 (45 Reviews)
3 Bedrooms 8 Guests
Hamlet: Classic Camp Steps from Small Point beach
10.0 (1 Review)
1 Bedroom 2 Guests
Spacious Phippsburg Home w/ Oceanfront Views
6.0 (2 Reviews)
5 Bedrooms 12 Guests
Nest del Mar-Gorgeous Classic Maine Camp on the Ocean
5.0 (2 Reviews)
1 Bedroom 3 Guests
Fantastic Home, Waterview's Galore
4.8 (35 Reviews)
3 Bedrooms 8 Guests
Private Cabin near the Beach
New
1 Bedroom 2 Guests

About Head Beach Vacation Rentals

With more than 47 Head Beach vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in Head Beach.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Head Beach, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Head Beach. Places to stay near Head Beach are 1014.08 ft² on average, with prices averaging CA $1,493 a night.

RentByOwner makes it easy and safe to find and compare vacation rentals in Head Beach with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Frequently Asked Questions About Head Beach?

What are the top vacation rentals in Head Beach?

How many Rentbyowner vacation rentals are available in Head Beach?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 47 in the Head Beach 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 Head Beach. 

Nearby Neighborhood (5)

NeighborhoodProperty Count
West Point Vacation Rentals in Boothbay Harbor, Maine 66
Cliff Island Vacation Rentals in Boothbay Harbor, Maine 278
Small Point Vacation Rentals in Boothbay Harbor, Maine 108
Sabino Vacation Rentals in Boothbay Harbor, Maine 72
Bustins Island Vacation Rentals in Boothbay Harbor, Maine 40