Search Condo Rentals in Pleasant Point

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
21 Saf. - 23 Saf.
In two weeks
28 Saf. - 2 Rab. I
In one month
14 Rab. I - 16 Rab. I
In two months
11 Rab. II - 13 Rab. II

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
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
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
Shipwright @ The Offshore House

Shipwright @ The Offshore House

9.4 out of 10, Exceptional, (9)
"Clean, neat, short hop to Boothbay. Perfect for couple. Very safe as well. Neighborhood is not picturesque… not important to us. Only small, small picky note: heat was too high for us at night without ability to regulate. Highly recommend!"
The price is SAR 390
SAR 903 total
includes taxes & fees
18 Feb - 19 Feb
Shipwright @ The Offshore House
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
Seabed @ The Offshore House

Seabed @ The Offshore House

10.0 out of 10, Exceptional, (11)
"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 390
SAR 903 total
includes taxes & fees
18 Feb - 19 Feb
Seabed @ The Offshore House
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
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
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 256
SAR 737 total
includes taxes & fees
19 Feb - 20 Feb
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

8.0 out of 10, Very Good, (17)
"It was great except for the check in which was 4:00. In Maine it was dark by then and the listing did not say the entrance was on the side of the building, not the front that was in the photo. There lighting on the house numbers was inadequate and we had to call and wait to talk to someone who could help us locate the proper entrance. I recommend better lighting and signage. Once we settled in we enjoyed the lovely location that was close to great restaurants and the lovely Wiscasset Village. I...
Water-view condo at Sheepscot Harbour Resort with deck, full kitchen, and WiFi
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
Waterfront Condo: Walk to Downtown Boothbay Harbor
Boothbay Harbor | 2BR | 2BA | 1,300 Sq Ft | 2 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
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
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.
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
Beautiful Condo on Ocean Cove - Easy walk to harbor-side town
Aerial view of condo on the left side.

Beautiful Condo on Ocean Cove - Easy walk to harbor-side town

9.4 out of 10, Exceptional, (9)
"The property is tucked away in a quiet location walking distance from the center of town. The view of the cove from the balcony is beautiful. Parking right in front of the condo gives easy access. The host is very helpful if you have questions. The decor is so festive and makes you feel right at home. The kitchen is equipped with everything you need. Very peaceful setting. Hoping to stay again in the future. Thank you for a great stay.. "
Beautiful Condo on Ocean Cove - Easy walk to harbor-side town
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!
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
Samoset Resort on The Ocean 1 Bedroom Condo Golf Tennis Pickleball Pool Dining
Aerial view

Samoset Resort on The Ocean 1 Bedroom Condo Golf Tennis Pickleball Pool Dining

Samoset Resort on The Ocean 1 Bedroom Condo Golf Tennis Pickleball Pool Dining
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.
Don't see what you're looking for?
See all available properties in Pleasant Point
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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, (172)
"Close to our venue and good value for the cost"
The price is SAR 351
SAR 383 total
includes taxes & fees
18 Feb - 19 Feb
Trade Winds on the Bay
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, (99)
"We loved our stay in this beautiful home. Very comfortable, clean and so much attention to detail. The view was both serene and lovely."
A Charming Waterfront Cottage with Touches of Elegance
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/
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.

Frequently asked questions

Why book your condo in Pleasant Point with Expedia?
We think that vacations shouldn’t be difficult, so if you’re searching for condos at an affordable rate, Expedia has you covered. Keep the budget in check and stay in something cheap and cheerful, or splurge on a 5-star condo and treat your loved ones. Take advantage of our search filters to find a stay in Pleasant Point that suits your needs.
How can I find cheap condos in Pleasant Point?
The quickest way to find cheap condos in Pleasant Point is with Expedia’s handy filter tool. Narrow your search by amenities, budget and star rating to snag unbeatable rates with only a few clicks.