
Places to stay near Highland Beach
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Top-rated holiday rentals near Highland Beach
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Bayshore 2:Direct waterfront/Parking/Pets welcome
Welcome to Bayshore 2: Your dream waterfront getaway in Provincetown! Stunning 1 bedroom, 1 bathroom condo boasting unparalleled views of the bay. Step onto your private covered deck, and let the breathtaking views take your breath away. We know that your pets are family too, so we welcome up to two dogs (no cats) for an additional fee of $100 per pet/per stay. For your convenience, off-street parking for one car is included. Book your stay now and make unforgettable memories in Provincetown!

Beautiful North Truro apartment - Walk to beach
Thoughtfully renovated 1 bedroom apartment attached to our antique Cape home. Quick walk to Cold Storage Beach and a short bike ride to the ocean. Located in the heart of Pond Village in North Truro. Just across from Salty Market, restaurant and Flex Bus stop. Truro Vineyards is just down the street. 7 miles to Provincetown. Great location to enjoy all the Lower Cape has to offer. Newly available for winter stays. Enjoy the peace, quiet and unlimited natural beauty of Truro in off season.

Magical Writers Cabin + hot tub in Wellfleet Woods
Escape to our unique Writer’s Cabin in the peaceful woods of Wellfleet—a magical retreat that feels like you're staying in a treehouse! You'll be surrounded by nature yet just minutes' drive from stunning beaches, crystal-clear ponds, scenic trails, and a short stroll to charming Wellfleet harbor and quaint town center. Relax and unwind at our brand-new Magnolia Spa (opening in June), featuring a hot tub and sauna. On-site massage therapy begins in July—ask us about exclusive guest rates!

"Sadie by the Bay" cute cottage- short walk to bay
Redesigned in 2017 by a local artist and located in the quiet East End, this freestanding cottage will bring you closer to the life you crave and wrap you in true serenity. 1.5 miles beyond the center of town, this cozy space brings peace and privacy. The open floor plan pours in sunlight, and the private deck provides abundant space to relax. A short 3-5 min stroll to the bay, where you can walk for miles during low tide. Dogs welcome! Parking on site for 1 car, laundry, a shared yard

Cape Cod Getaway 2 Bedroom Cozy Home
Newly updated in March 2023 with new white interior paint, new black doorknobs and cabinet pulls and new blinds throughout the home. Fresh paint, updated hardware, some new small appliances and added new art but same Cape cottage charm! NOTE: Weekly rentals mid-June through mid-September- Linens and towels can be provided in a basket or you are welcome to bring yours from home- just let us know. During this time (Mid June through Mid September, check in and out are on Saturdays.

15% OFF 25x42 heated pool, pets, ADA, EV, 4ensuite
-15% OFF until April 2nd 2026. 25X42 heated pool(April 1-Nov 30) -SEASON- June 20-Sept 4th (7) night min. SAT.-SAT. ONLY -OFF SEASON- April 18-June 20 and Sept4th-January 4 (2) night min. -NO BALLOONS, PARTY, EVENTS, BRIDAL, WEDDING RECEPTIONS, MAX 12 for pool/ dinners. Extra guests=immediate eviction. -We encourage you to comp our home to others w/ same amenities/local to know market rates of Truro. If you find a home of lesser value we will adjust accordingly.

*Oceanfront Beach Home*
Steps to the beach for your morning walks. The sound of waves lulling you to sleep. A place for family and friends to relax and create memories. Nestled in the dunes of East Sandwich beach sits this oceanfront property (bay side) with stunning 360-degree views of Cape Cod Bay and Scorton Creek. Spend your days sunning and swimming before you return home to this comfortably appointed house. Also check out our new sister property down the road @ApresSeaCapeCod

Daisy of Days Cottages - Cottage on the beach
A year round fully renovated two bedroom cottage on the beach. Nothing but sand between you and Cape Cod bay. My place is the perfect peaceful beach vacation. The sunsets are amazing! The area is residential, so it's quiet. A quick 4 mile ride to Provincetown. There's parking on site, as well as a boat launch. No need to pack up to head to the beach - you are at the beach! Perfect for couples, solo adventurers, business travelers, and families (with kids).

Unique Waterfront Artist Cottage
Once a horse stable, Lil Rose now sleeps up to five just a short walk from a private beach. PLEASE READ BEFORE BOOKING: Rentals in season (April-October) are only offered by the week (Saturday-Saturday). November rentals are offered with a 4-night minimum. Rentals December-March are offered with a 3-night minimum. Pets are accepted (max 2) but you MUST let us know in your booking request about your pet so that we can prepare the property.

Beachfront Cottage on White Pond (Marshmallow)
Our Cottage sits directly on White Pond tucked away on acres of private property. Our cottage offers a private beach, deck, outdoor shower, outdoor dining area all while enjoying Cape Cod. White Pond is ideal for swimming, boating and fishing. The bike path and well known beaches are less than 2 miles and near to many delicious restaurants. There is another cottage on this property that sleeps four if you have other guest wanting to join

Modern & Cozy Apt in the Heart of Ptown w/ Parking
Welcome to our Ptown Pied-à-terre! Large penthouse at the historic Odd Fellows building in the center of town. Directly behind Town Hall and walking distance to all major attractions that Provincetown has to offer. Top floor unit with high ceilings. Many windows and skylight throughout that allows lots of light to fill the space and great view on the city, Pilgrim Monument and ocean. Easy access to huge sunny common deck.

Modern Beachfront Condo, Great Views and Location!
Completely redecorated for 2023! This is the waterfront escape you have dreamed of! Awaken to sunrises over the bay while sipping your coffee, and in the evening, enjoy your cocktail and marvel at the ever changing colors of the sky, bay and boats as the sun slowly sets over your perfect Cape Cod day. This luxury beachfront condo is located in the heart of downtown and is just a couple of minutes walk from the ferry.
Popular amenities for holiday rentals near Highland Beach
Apartment rentals with wifi

P-Town Beach Beauty on the Bay. Water View!

Modern Provincetown Condo.

Bayshore11 Waterfront Renovated Condo with parking

Modern artistic style awaits you in Provincetown

Steps to Private Beach in Chatham

Recently updated 2BD with 2 Decks and Water Views

Fall Deals! Prime Waterview In Heart of Ptown!

Ocean Edge Resort-Pool Access-CentralAC-2 bdr/2bth
Family-friendly house rentals

Luxury Family Home, Hot Tub & Ocean Views Cape Cod

Beachfront Steps to Ferry, Pets, Parking, Downtown

Cute Cottage Living by the Sea!

North Truro Bayside Cottage

Ocean view home on Cape Cod Bay

N. Truro gem, near beaches and Provincetown

Rustic Retreat at The Old Post Office

Location!! Large West End House w/ parking!
Apartment rentals with air conditioning

Modern Provincetown Center with parking!

Center of Provincetown | Quiet, perfect location.

Cozy 3rd Floor Apartment with a View

Prime Location - Beautiful 2-bd condo, Parking, AC

Rock on Wellfleet!

Cozy Waterfront Apartment, Private Beach Access

Charming 1-Bedroom Condo, Parking, A/C

Apartment suite|Firepit|Private Deck|Pond Access
Other great holiday rentals near Highland Beach

East End Charming Condo

The Baumhaus: midcentury home with bay views

Luna's Landing

Provincetown Seaside Escape

Gorgeous Home 1 mi to Beach, by Cape Cod Bikepath

Beachfront Condo • North Truro

Salty Pines

Cozy 2BR Apartment, AC, walk to Beach, dogs OK
Destinations to explore
- Cape Cod
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Good Harbor Beach
- Onset Beach
- Sea Street Beach - East Dennis
- White Horse Beach
- Coast Guard Beach
- Chapin Memorial Beach
- Pinehills Golf Club
- Nauset Beach
- Lighthouse Beach
- Inman Road Beach
- Town Neck Beach
- Ellis Landing Beach
- Minot Beach
- New Silver Beach
- Nickerson State Park
- Falmouth Beach
- Cape Cod Inflatable Park
- Scusset Beach
- Peggotty Beach