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Compare 21 Condo Rentals in Pleasant Point with updated reviews, rates, and availability.

East Boothbay Waterfront One room Condo.Waterview from in side this room
View of Pristine Linekin Bay.Common area dock is on the left.

East Boothbay Waterfront One room Condo.Waterview from in side this room

9.8 out of 10, Exceptional, (127)
"perfect love to be back next year"
East Boothbay Waterfront One room Condo.Waterview from in side this room
Shipwright @ The Offshore House

Shipwright @ The Offshore House

9.6 out of 10, Exceptional, (8)
"Perfect location for our needs; door to room really needs a seal strip of some sort to block the light and sound from the hallway; darkening shades on all the windows would also be good. The outdoor light is very bright. "
The price is SAR 390
SAR 899 total
includes taxes & fees
24 Dec - 25 Dec
Shipwright @ The Offshore House
Riverfront condo w/ deck overlooking the water - steps to dining & shopping

Riverfront condo w/ deck overlooking the water - steps to dining & shopping

9.0 out of 10, Wonderful, (41)
"Overall it was great for the money!"
Riverfront condo w/ deck overlooking the water - steps to dining & shopping
Oceanfront, dog-friendly condo with Boothbay Harbor views & prime location

Oceanfront, dog-friendly condo with Boothbay Harbor views & prime location

9.4 out of 10, Exceptional, (13)
"Staying at the Carousel Marina is like no other VASCA experience for vacation. First, anyone renting should realize they will be staying at the actual marina and will be witness to all the activities that occur there – boats arriving, departing, people coming and going on the docks and the influx of people coming each night to enjoy cocktails, dinner and live music at the attached restaurant either inside or outside on the patio by the firepit. If you are fortunate enough to stay for an extended...
Oceanfront, dog-friendly condo with Boothbay Harbor views & prime location
Stylish Condo at Sheepscot Harbor Resort w/Free WiFi, River Views, & Balcony

Stylish Condo at Sheepscot Harbor Resort w/Free WiFi, River Views, & Balcony

9.4 out of 10, Exceptional, (60)
"Check in process was very smooth. Communication with property management to assure the quality of the stay was appreciated. The property pictures accurately reflected the condition of the house which was clean and comfortable. The quiet neighborhood was a great place to unwind. Really enjoyed the deck overlooking the water. We were especially luck to view the Northern lights during our stay. Would definitely stay again and recommend to other travelers."
Stylish Condo at Sheepscot Harbor Resort w/Free WiFi, River Views, & Balcony
Beautiful Midcoast Maine Condominium with inground pool
Exterior

Beautiful Midcoast Maine Condominium with inground pool

9.4 out of 10, Exceptional, (33)
"Place was clean, owners were very nice and attentive. Would stay there again."
Beautiful Midcoast Maine Condominium with inground pool
New Condo w/Water-View Deck in Edgecomb's Sheepscot Harbour Resort

New Condo w/Water-View Deck in Edgecomb's Sheepscot Harbour Resort

8.8 out of 10, Excellent, (25)
"Returning to some childhood memories stocked with lobster diners and sightseeing. Excellent location for both. "
New Condo w/Water-View Deck in Edgecomb's Sheepscot Harbour Resort
New Riverfront Condo in Sheepscot Harbour - Walk to Famed Seafood Eatery

New Riverfront Condo in Sheepscot Harbour - Walk to Famed Seafood Eatery

9.2 out of 10, Wonderful, (61)
"We loved our week in Maine. The condo on the river was perfectly located to cruise all that Maine has to offer. Everything was as revealed in the advertising. Lots of areas to explore. "
New Riverfront Condo in Sheepscot Harbour - Walk to Famed Seafood Eatery
Two room condo with ocean view! First floor with a Handicap Bathroom!
Property grounds

Two room condo with ocean view! First floor with a Handicap Bathroom!

8.6 out of 10, Excellent, (17)
"The unit was perfect for our stay. It was well appointed and nicely decorated. The location is great as you are close to Boothbay Harbor but not in it. Ocean Point is a fantastic place to walk to really experience the Maine coast. The screen porch was a hit with the seating area and table where you could see Linekin Bay. Bed was comfortable and kitchen had everything we needed with a gas grill outside. Would definitely stay here again. "
Two room condo with ocean view! First floor with a Handicap Bathroom!
Seabed @ The Offshore House

Seabed @ The Offshore House

9.8 out of 10, Exceptional, (10)
"Owner greeted us and was very friendly and helpful. Room was very nice clean and easily accessible. Wonderful time! Would highly recommend staying there. "
The price is SAR 280
SAR 760 total
includes taxes & fees
5 Jan - 6 January 2025
Seabed @ The Offshore House
Relax and enjoy beautiful sunsets at Le Petit Port!
Interior

Relax and enjoy beautiful sunsets at Le Petit Port!

10.0 out of 10, Exceptional, (49)
"The place is located in a quiet neighborhood next to water. The studio is well-equipped with kitchen and bathroom supplies. You may enjoy meals inside or outside. Nice hiking trails, general store, and restaurants are nearby. We had a very nice and relaxing stay. "
The price is SAR 507
SAR 864 total
includes taxes & fees
31 Dec - 1 January 2025
Relax and enjoy beautiful sunsets at Le Petit Port!
Solitude @ The Offshore House

Solitude @ The Offshore House

9.6 out of 10, Exceptional, (4)
"I wasn't aware I would be charged an additional fee on my card the day I was supposed to check in. We stopped by their offices which were closed for the season and left a message with no reply. I also tried to the phone number provided on here and it was disconnected. Very disappointed my credit card information was released and there was a charge without my knowledge. Even for a hold the fee is way too much. I paid less than half of this for my one night stay. Still trying to reach them...
The price is SAR 312
SAR 798 total
includes taxes & fees
3 Jan - 4 January 2025
Solitude @ The Offshore House
Water-view condo at Sheepscot Harbour Resort with deck, full kitchen, and WiFi

Water-view condo at Sheepscot Harbour Resort with deck, full kitchen, and WiFi

7.8 out of 10, Good, (15)
"Great place to relax and jump out to surrounding areas from! "
Water-view condo at Sheepscot Harbour Resort with deck, full kitchen, and WiFi
Waterfront Condo: Walk to Downtown Boothbay Harbor
Boothbay Harbor | 2BR | 2BA | 1,300 Sq Ft | 3 Steps Required

Waterfront Condo: Walk to Downtown Boothbay Harbor

9.6 out of 10, Exceptional, (4)
"The condo unit was exactly as described and we found the property manager to be immediately responsive to our questions. The entire unit was beautifully decorated and the beds/furniture was quite comfortable. The kitchen was well appointed and there were plenty of towels/linens. The location is within walking distance of central Boothbay Harbor but in a secluded neighborhood that is very quiet. We enjoyed the “shoulder season” a few weeks before the tourists began to arrive, but found enough...
Waterfront Condo: Walk to Downtown Boothbay Harbor
1890 Captain's House N.E. Charm w/Water Views over Mill Cove 5mins walk to town.
First Floor Condo, parking right outside , wrap around porch overlooking gardens

1890 Captain's House N.E. Charm w/Water Views over Mill Cove 5mins walk to town.

10.0 out of 10, Exceptional, (47)
"My family spent one week in Boothbay Harbor for our first time to Maine. We thoroughly enjoyed the relaxed atmosphere of this small coastal town. Nothing disappointed us. Karen was great to work with! The location of this property is so close to everything in Boothbay. The only negative to this property is that there is no A/C, but fans are provided."
1890 Captain's House N.E. Charm w/Water Views over Mill Cove 5mins walk to town.
Walking Distance To Shops, Restaurants And Footbridge
The apartment is above this store.

Walking Distance To Shops, Restaurants And Footbridge

10.0 out of 10, Exceptional, (39)
"My family of 5 had a lovely stay at this home in Boothbay Harbor. This home was roomy and had everything we needed. Location was great, walking to cute shops and restaurants. Only downside to location was noisy traffic at night and gas station lights outside. We had a great trip and would stay here again."
Walking Distance To Shops, Restaurants And Footbridge
Oceanfront Condo overlooking Rockland Harbor and pier. Permit#STR22-30
Newly renovated living area. Elegant and comfortable. VIEWS!

Oceanfront Condo overlooking Rockland Harbor and pier. Permit#STR22-30

10.0 out of 10, Exceptional, (4)
"Great location. Nice condo. Great for the family needs."
Oceanfront Condo overlooking Rockland Harbor and pier. Permit#STR22-30
Elegant Oceanfront Condo with Stunning Harbor Views & Spectacular Sunsets

Elegant Oceanfront Condo with Stunning Harbor Views & Spectacular Sunsets

2.0 star property
10.0 out of 10, Exceptional, (4)
Elegant Oceanfront Condo with Stunning Harbor Views & Spectacular Sunsets
Charming Waterfront Condo with Stunning Sunset Views and Boat Slip

Charming Waterfront Condo with Stunning Sunset Views and Boat Slip

4.0 out of 10, (1)
"No help from Vacasa despite .multiple attempts "
Charming Waterfront Condo with Stunning Sunset Views and Boat Slip
Deluxe Oceanfront 1 BR at Samoset Resort
Golf

Deluxe Oceanfront 1 BR at Samoset Resort

Deluxe Oceanfront 1 BR at Samoset Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Pleasant Point

Trade Winds on the Bay
Interior

Trade Winds on the Bay

3.5 star property
8.2 out of 10, Very Good, (147)
"We got in very late. They had a lock box for us to get our keys after hours (texted us the code) and then checked on us the next day to make sure we made it safely. "
The price is SAR 394
SAR 468 total
includes taxes & fees
9 Jan - 10 January 2025
Trade Winds on the Bay
Cozy Cottage with spectacular salt water view / 3 Kayaks available/
Beach

Cozy Cottage with spectacular salt water view / 3 Kayaks available/

9.8 out of 10, Exceptional, (38)
"I had an excellent visit. The kitchen was well stocked with utensils and small appliances. Everything was super clean; magazines and books were available (as well as good WiFi). I never turned the tv on as the view was spectacular. I wasn’t able to have an outdoor fire due to weather but everything was great. I hope to return. I look forward to doing more exploring as the area is beautiful. Also, very responsive with owners live next door. Thanks for offering up this quant little cabin for...
Cozy Cottage with spectacular salt water view / 3 Kayaks available/
A Charming Waterfront Cottage with Touches of Elegance
This 44 foot porch runs the width of the house with panoramic views of the water

A Charming Waterfront Cottage with Touches of Elegance

10.0 out of 10, Exceptional, (97)
"We were having a delightful stay until we noticed that there was no heat but from the fire place. Unfortunately, we had to leave in the middle of our stay. Vrbo gave us a refund. I would stay there again. Lovely and sunny. Excellent Property Manager."
A Charming Waterfront Cottage with Touches of Elegance
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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