15 Best Vacation Rentals in Rockport - Holiday Lettings - Cabins

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270 Vacation rentals

24

Ski home to rent in Rockport

Mid Coast Maine / Rockport

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ski
  • Child friendly
Book this 2-bedroom, 1.5-bathroom Rockport townhome for a memorable getaway to Maine's Mid-Coast area! Featuring sleeping arrangements for up to 6, modern amenities and a private deck with tranquil garden views, this property won't disappoint. Centrally located between …see more

from $115 / night

$805 / week

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avg. 16 minutes

from $115 / night

(2) Excellent 

22

Vacation condo in Rockport

Mid Coast Maine / Rockport

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 4 mi
  • Swimming pool
  • Air conditioning
Enjoy the best of Mid-Coast Maine in this bright, and airy, nearly new, luxury-appointed 2 bedroom, 2 bath estate condominium in the storied seacoast town of Rockport, Maine. Coastal decorated, warm, and inviting, this air-conditioned accommodation is tastefully furnish …see more

from $200 / night

$1,300 - $1,400 / week

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from $200 / night

(1) Excellent 

15

Home rental in Rockport

Mid Coast Maine / Rockport

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Air conditioning
A charming Saturday to Saturday vacation rental cottage perched on the hill above Rockport Harbor offering a marvelous view of the harbor, the Cove invites a restful retreat. The Cove is centrally located in the village of Rockport with a comfortable deck offering invit …see more

from $179 / night

$1,250 - $1,450 / week

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from $179 / night

11

Vacation home in Rockport

Mid Coast Maine / Rockport

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
*** Special pricing week of July 8 - July 15 due to cancellation. $850/week + tax & fees. Please call to book. *** The Orange House Apartment is the first floor of a classic Maine farmhouse. Located across from Rockport Harbor, the house has a harbor view and is an ea …see more

from $143 / night

$1,000 / week

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from $143 / night

12

Vacation villa accommodation

Mid Coast Maine / Rockport

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Samoset Resort is a AAA Four Diamond, oceanfront resort in Rockport, featuring a state-of-the-art health club, aerobics, hot tubs, massage therapy, saunas, indoor and outdoor pools, tennis, basketball and a children's playground. Play golf on the 18-hole championship co …see more

from $100 / night

$550 / week

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from $100 / night

12

Vacation home in Rockport

Mid Coast Maine / Rockport

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Beach/lakeside relaxation
  • Car not necessary
Charming 1 bedroom house located 5 minutes from Rockport Harbor in Rockport Village. Quiet wooded setting near fine restaurants( Shepherd,s Pie, Saltwater farm cafe), Maine Media Workshops, art galleries, Rockport Opera House with music concerts weekly and daysails on S …see more

from $125 / night

$750 / week

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from $125 / night

(2) Excellent 

27

Home rental in Rockport

Mid Coast Maine / Rockport

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 6 mi
  • Child friendly
If you are looking for absolutely stunning views and a unique setting enjoyed in complete privacy five to eight minutes drive from two quaint harbor towns, then this vacation getaway is for you. Perched high on a mountainside, this house is of Log/Post and Beam construc …see more

from $350 / night

$2,250 - $2,950 / week

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from $350 / night

16

Vacation home with golf nearby in Rockport

Mid Coast Maine / Rockport

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Nearest beach 1 mi
  • Child friendly
  • Private garden
This is a Sunday to Sunday rental. Located in the town of Rockport this charming Maine vacation rental home borders the Megunticook Golf Club and is only a 1/3 mile walk into Rockport center. Set back from the road this antique cape has a front, back and side yard with …see more

from $190 / night

$1,300 - $1,500 / week

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from $190 / night

29

Vacation home in Rockport

Mid Coast Maine / Rockport

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Child friendly
  • Private garden
Top of the Rise is a terrific Maine vacation rental home located in the village of Rockport on Spruce Street, a lovely neighborhood lined with classic New England homes. This home can house larger groups up to nine or ten people for a Friday to Friday period throughout …see more

from $430 / night

$2,700 - $3,000 / week

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from $430 / night

17

Rockport Vacation home rental

Mid Coast Maine / Rockport

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Ask about children
  • Air conditioning
Location/grounds: Situated in downtown Rockport overlooking Rockport Harbor, Rockport Harbor View Cottage is but a short walk to fine dining, art galleries, the Rockport Opera House and Rockport Harbor. Style: Recently renovated, Rockport Harbor View Cottage has been pr …see more

from $258 / night

$1,800 / week

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from $258 / night

8

Home rental in Rockport

Mid Coast Maine / Rockport

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Pet friendly
Hilltop Condo # 1 is not located on the ocean but does have a lovely view of Penobscot Bay. Located on 34 acres within the Village of Rockport condominium community, there are numerous hiking and walking trails, a pool and pool house with workout room, grill area and mu …see more

from $179 / night

$1,250 / week

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from $179 / night

17

Vacation condo in Rockport

Mid Coast Maine / Rockport

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
This lovely contemporary vacation rental condo is a Saturday to Saturday rental. Located on 34 acres within the Village of Rockport condominium community, there are numerous hiking and walking trails, a pool and pool house with workout room, grill area and much shared o …see more

from $200 / night

$1,400 / week

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from $200 / night

30

Home rental in Rockport

Mid Coast Maine / Rockport

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
Experience a quintessential glimpse of Midcoast Maine at this one-bedroom (plus a loft) home, a hilltop escape in Rockport with a spacious deck, 180-degree views of Penobscot Bay, and a secluded-yet-convenient location near festivals, picturesque harbors, and farm-to-ta …see more

from $142 / night

$994 / week

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from $142 / night

26

Vacation home rental

Mid Coast Maine / Rockport

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Mountain View Cottage is a warm and cozy lodge-like Maine vacation rental home off the beaten-path with a private backyard, pick-your-own garden, large outdoor patio seating with grill and a 6-person salt water hot tub. Perfect for families who want enough space for chi …see more

from $172 / night

$1,200 / week

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from $172 / night

28

Ski home to rent in Rockport

Mid Coast Maine / Rockport

5 14 7 nights min

  • 5 bedrooms
  • Sleeps 14
  • 7 nights min
  • Ski
  • Child friendly
  • Pet friendly
Elevate your Maine getaway by booking this 5-bed, 5-bath vacation rental home in Rockport. Boasting an incredible 6,600 square feet on 3 levels with accommodations for 14, this home sits on 5 acres of manicured lawns and gardens, and offers stunning views of Rockland Ha …see more

from $400 / night

$2,800 / week

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avg. 7 minutes

from $400 / night