Vacation rentals in Pleasant Point

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Top-rated vacation rentals in Pleasant Point

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Loft in Oak Haven, Canada

4.97 out of 5 average rating, 134 reviews

Safe Haven loft Waterfront property in Oak Haven

Renovated apartment on the scenic tidal Oak Bay. Sit & relax on lawn chairs & enjoy the view, watch the amazing tide change, walk on the ocean floor, explore the beach & go kayaking! Lovely space with open living/dining/kitchen area and Master Bedroom with Queen Bed and a small second bedroom w/2 twins! All new memory foam mattresses. new floor, ceiling, shower, and paint. Includes use of beach, canoes & kayaks, BBQ, fire pit w/wood, lawn chairs, coffee/tea, etc (New: Safe Haven 2 coming soon)

Oct 14 – 21

R2,082 ZAR per night
Guest favorite

Home in Eastport, Maine, US

4.95 out of 5 average rating, 20 reviews

Eagles Bluff Cottage

Experience the natural beauty of Maine at Eagles Bluff Cottage, a fully furnished 2 bedroom 1 bath cottage with breathtaking ocean views in Eastport. Relax in the beautifully decorated living room, cook in the fully equipped kitchen, and sleep soundly in the comfortable bedrooms with fresh linens. The modern bathroom has all the amenities you need. Enjoy the peaceful and quiet surroundings from the patio. Book your stay today and experience the magic of Eastport! The home is dog friendly only!

Feb 18 – 25

R2,724 ZAR per night
Guest favorite

Guest suite in St. Andrews, Canada

4.99 out of 5 average rating, 193 reviews

Homestead Cottage downtown Saint Andrews

This private newly renovated suite is perfect for 1-2 people looking to stay in the pretty seaside town of Saint Andrews. Situated away from the street, with ample parking, this suite has comfortable modern furnishings, a fully equipped kitchen and private bathroom, within a short walking distance to downtown Saint Andrews and its many amenities including restaurants, shopping, gardens, museums, walking routes, nature reserves, beaches as well as whaling and outdoor excursions. Come and stay!

Feb 25 – Mar 4

R1,377 ZAR per night

Popular amenities for Pleasant Point vacation rentals

Other great vacation rentals in Pleasant Point

Guest favorite

Home in Pembroke, Maine, US

5.0 out of 5 average rating, 20 reviews

Full 4 bed home on Cobscook Bay

Dec 26 – Jan 2

R3,280 ZAR per night
Guest favorite

Guest suite in Eastport, Maine, US

4.98 out of 5 average rating, 58 reviews

Studio @ Chadbourne House: Private deck and more!

Dec 6 – 13

R1,936 ZAR per night
Guest favorite

Cottage in Hersonville, Canada

4.97 out of 5 average rating, 36 reviews

The Driftwood Cottage

May 28 – Jun 4

R3,434 ZAR per night
Guest favorite

Apartment in Eastport, Maine, US

4.94 out of 5 average rating, 48 reviews

Top of the Town

Sep 13 – 20

R2,448 ZAR per night
Guest favorite

Cottage in Eastport, Maine, US

5.0 out of 5 average rating, 10 reviews

RELAXING OCEANFRONT GETAWAY!!!

Oct 19 – 26

R7,621 ZAR per night
Guest favorite

Home in Wilsons Beach, Canada

5.0 out of 5 average rating, 35 reviews

“Head Harbour Haven”oceanfront home on Campobello

Sep 25 – Oct 2

R5,867 ZAR per night
Guest favorite

Cottage in Lubec, Maine, US

4.83 out of 5 average rating, 24 reviews

Private seasonal cottage on bay in Lubec, Maine

Dec 21 – 28

R2,930 ZAR per night
Guest favorite

Loft in Lubec, Maine, US

4.98 out of 5 average rating, 56 reviews

Fisherman's Loft- 2nd floor, Channel view Lubec ME

Oct 24 – 31

R1,894 ZAR per night
Guest favorite

Loft in Eastport, Maine, US

5.0 out of 5 average rating, 17 reviews

Modern Loft on The Waterfront

Mar 11 – 18

R3,257 ZAR per night
Guest favorite

Home in Dennysville, Maine, US

4.98 out of 5 average rating, 87 reviews

Anna's House

Oct 25 – Nov 1

R2,533 ZAR per night
Guest favorite

Cottage in L'Etete, Canada

5.0 out of 5 average rating, 71 reviews

The Carriage House - Tranquility with a view!

Dec 15 – 22

R2,797 ZAR per night
Guest favorite

Cottage in Lubec, Maine, US

4.88 out of 5 average rating, 40 reviews

Lubec Home with a View -Globe Cove Cottage

Aug 12 – 19

R2,567 ZAR per night

Destinations to explore