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Cruise Vacations - Vacation Rentals in Bridgton

Yacht Life From US $123
         

9.8 (8 Reviews)
Boat Rental
Yacht Life
  • Air Conditioner
  • Parking
  • TV

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Luxury Places to Stay in Bridgton

Over 665+ Luxury Places to Stay in or Near Bridgton
MAINE WATERFRONT + MOUNTAIN COMPOUND SLEEPS 50! From US $5,624
         

New
House
MAINE WATERFRONT + MOUNTAIN COMPOUND SLEEPS 50!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Stunning Lakefront Luxury Compound on Pristine Thompson Lake From US $3,488
         

New
House
Stunning Lakefront Luxury Compound on Pristine Thompson Lake
  • Parking
  • TV
  • Balcony/Terrace

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THE LIGHTSHIP ON MOOSE POND & PLEASANT MOUNTAIN - Sleeps 30! From US $2,762
         

10.0 (6 Reviews)
House
THE LIGHTSHIP ON MOOSE POND & PLEASANT MOUNTAIN - Sleeps 30!
  • Air Conditioner
  • Parking
  • Pet Friendly

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LOONS VIEW LIMIT 20 home From US $2,245
         

New
Villa
LOONS VIEW LIMIT 20 home
  • Air Conditioner
  • Parking
  • Pet Friendly

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40-acre Luxury Beach Front Estate-Ideal for Reunions & Retreats From US $2,242
         

10.0 (34 Reviews)
House
40-acre Luxury Beach Front Estate-Ideal for Reunions & Retreats
  • Air Conditioner
  • Parking
  • TV

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Spacious 8 bedroom 4 bathroom home with private water frontage on Moose Pond! From US $2,039
         

10.0 (2 Reviews)
House
Spacious 8 bedroom 4 bathroom home with private water frontage on Moose Pond!
  • Air Conditioner
  • Parking
  • TV

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Long Lake Oasis | Private Lake Access + Views From US $1,908
         

10.0 (3 Reviews)
House
Long Lake Oasis | Private Lake Access + Views
  • Air Conditioner
  • TV
  • View

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*BRAND NEW* Incredible Luxury Log Home Elevated Above Sebago Lake From US $1,830
         

New
House
*BRAND NEW* Incredible Luxury Log Home Elevated Above Sebago Lake
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  • Parking
  • TV

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Top-Rated Vacation Rentals with a Pool in Bridgton

Over 70+ Top-Rated Vacation Rentals with a Pool in or Near Bridgton
Great Vacation Home, Heart of Lakes/Ski Region in Bridgton Me From US $371
         

10.0 (63 Reviews)
House
Great Vacation Home, Heart of Lakes/Ski Region in Bridgton Me
  • Parking
  • Pool
  • TV

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Large Home with indoor pool Close to Casino, Lakes, and Mountains From US $843
         

10.0 (46 Reviews)
House
Large Home with indoor pool Close to Casino, Lakes, and Mountains
  • Air Conditioner
  • Parking
  • Pet Friendly

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Welcome to The Bear's Den! Dog friendly and 5 minutes to Pleasant Mountain! From US $309
         

10.0 (38 Reviews)
House
Welcome to The Bear's Den! Dog friendly and 5 minutes to Pleasant Mountain!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Colonial House with Long Lake access! From US $307
         

10.0 (33 Reviews)
Other
Colonial House with Long Lake access!
  • Air Conditioner
  • Parking
  • Pool

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Recharge and reconnect at the Red Fox Retreat! 1 mile to Pleasant Mt. ski area From US $378
         

10.0 (26 Reviews)
Cabin
Recharge and reconnect at the Red Fox Retreat! 1 mile to Pleasant Mt. ski area
  • Air Conditioner
  • Parking
  • Pet Friendly

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Lakes & Mountain Experience! 4 Seasons Getaway - 3 Bed 1.5 Bath Cozy Cabin From US $234
         

10.0 (24 Reviews)
Cabin
Lakes & Mountain Experience! 4 Seasons Getaway - 3 Bed 1.5 Bath Cozy Cabin
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Home is perfect for large families with private lake access and close to town From US $533
         

10.0 (14 Reviews)
Other
Home is perfect for large families with private lake access and close to town
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Dog friendly getaway w/hot tub, sauna and skiing! From US $482
         

10.0 (14 Reviews)
House
Dog friendly getaway w/hot tub, sauna and skiing!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Pet-Friendly Vacation Rentals in Bridgton

Over 257+ Pet-Friendly Vacation Rentals in or Near Bridgton
Lakefront haven near Pleasant Mt-central location-25 mi. to N.Conway From US $232
         

10.0 (58 Reviews)
House
Lakefront haven near Pleasant Mt-central location-25 mi. to N.Conway
  • Air Conditioner
  • Parking
  • Pet Friendly

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Kimball Shores Retreat From US $346
         

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5.0 (2 Reviews)
House
Kimball Shores Retreat
  • Air Conditioner
  • Parking
  • Pet Friendly

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1 Mi to Main St Fryeburg: Historic Family Home From US $1,297
         

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New
Cottage
1 Mi to Main St Fryeburg: Historic Family Home
  • Air Conditioner
  • Pet Friendly
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Highland Dream: All Season Beauty! 5BR/2BA, Lakefront, Stay and Play. 4 Season From US $640
         

10.0 (27 Reviews)
House
Highland Dream: All Season Beauty! 5BR/2BA, Lakefront, Stay and Play. 4 Season
  • Air Conditioner
  • Parking
  • Pet Friendly

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Lakefront Paradise on Northern Tip of Long Lake From US $432
         

10.0 (24 Reviews)
House
Lakefront Paradise on Northern Tip of Long Lake
  • Air Conditioner
  • Parking
  • Pet Friendly

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Spacious Trickey Moose Family Retreat - Woodstove, Firepit, Kayaks, Water Access From US $358
         

10.0 (24 Reviews)
House
Spacious Trickey Moose Family Retreat - Woodstove, Firepit, Kayaks, Water Access
  • Air Conditioner
  • Parking
  • Pet Friendly

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Lake Front Home on Long Lake with Beautiful Views of Mountains! From US $680
         

10.0 (22 Reviews)
House
Lake Front Home on Long Lake with Beautiful Views of Mountains!
  • Parking
  • Pet Friendly
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Paradise in the Lakes Region From US $579
         

10.0 (14 Reviews)
House
Paradise in the Lakes Region
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  • Parking
  • Pet Friendly

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Large Vacation Homes & Villas in Bridgton

Over 226+ Large Vacation Homes & Villas in or Near Bridgton
Luxury, Spacious, 4 BR Chalet, 1 Minute walk to beach, lakefront, pools, skiing From US $353
         

9.4 (18 Reviews)
Ski Chalet
Luxury, Spacious, 4 BR Chalet, 1 Minute walk to beach, lakefront, pools, skiing
  • Air Conditioner
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Fryeburg Getaway From US $455
         

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1.0 (1 Review)
Apartment
Fryeburg Getaway
  • Parking
  • Pet Friendly
  • Wheelchair Accessible

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Beautiful, spacious lake home w/mooring & swim raft. Walk to shops & restaurants From US $1,087
         

10.0 (50 Reviews)
House
Beautiful, spacious lake home w/mooring & swim raft. Walk to shops & restaurants
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  • Parking
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Luxury English Country Home From US $608
         

10.0 (47 Reviews)
House
Luxury English Country Home
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FREE Stay 3 nights - get 4th night 1/2 price. Stay 4 nights - get 5th night free From US $607
         

10.0 (45 Reviews)
House
FREE Stay 3 nights - get 4th night 1/2 price. Stay 4 nights - get 5th night free
  • Air Conditioner
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  • TV

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Beautiful Lakefront Retreat on Long Lake – Sleeps 11 From US $872
         

10.0 (38 Reviews)
House
Beautiful Lakefront Retreat on Long Lake – Sleeps 11
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Views of the Sunrise from the Deck; Beach, Ski, snowmobile@The Water's Edge From US $979
         

10.0 (18 Reviews)
House
Views of the Sunrise from the Deck; Beach, Ski, snowmobile@The Water's Edge
  • Air Conditioner
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LARGE Waterfront Sandy Bottom Lake House on Brandy/Long Lake From US $1,331
         

10.0 (8 Reviews)
House
LARGE Waterfront Sandy Bottom Lake House on Brandy/Long Lake
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  • Pet Friendly

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Wheelchair Accessible Vacation Homes in Bridgton

Over 11+ Wheelchair Accessible Vacation Homes in or Near Bridgton
Lovely, Sprawling Log Home On Pretty, Pristine Trickey Pond. From US $884
         

10.0 (53 Reviews)
House
Lovely, Sprawling Log Home On Pretty, Pristine Trickey Pond.
  • Parking
  • TV
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Old Saco Inn From US $200
         

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10.0 (35 Reviews)
Hotel
Old Saco Inn
  • Air Conditioner
  • Parking
  • Wheelchair Accessible

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Hampton Inn Oxford From US $102
         

8.8 (1005 Reviews)
Hotel
Hampton Inn Oxford
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Perfect Year-Round Getaway Location For Those Who Enjoy The Outdoors. From US $412
         

9.8 (21 Reviews)
House
Perfect Year-Round Getaway Location For Those Who Enjoy The Outdoors.
  • Parking
  • Pool
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Hidden Haven at Moose Pond by Shawnee Peak in Knights Hill. From US $366
         

9.8 (18 Reviews)
House
Hidden Haven at Moose Pond by Shawnee Peak in Knights Hill.
  • Air Conditioner
  • Parking
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New for 2024! Traditional Maine cottage on Beautiful Thompson Lake From US $393
         

New
Cottage
New for 2024! Traditional Maine cottage on Beautiful Thompson Lake
  • Parking
  • Pet Friendly
  • Pool

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"The Nest" 2-Bedroom Flat in downtown Bridgton From US $326
         

New
Apartment
"The Nest" 2-Bedroom Flat in downtown Bridgton
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Long Lake family compound sleeps 16 From US $913
         

10.0 (7 Reviews)
Cabin
Long Lake family compound sleeps 16
  • TV
  • Wheelchair Accessible
  • Balcony/Terrace

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Bridgton Varoom and Airbnb Places to Stay Under $200

Over 62+ Bridgton Varoom and Airbnb Places to Stay Under $200
Barn on Pleasant- walk to town NO EXTRA FEES From US $171
         

10.0 (18 Reviews)
Condo
Barn on Pleasant- walk to town NO EXTRA FEES
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Scenic View Cottage From US $149
         

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9.5 (2 Reviews)
House
Scenic View Cottage
  • Parking
  • Balcony/Terrace
  • Child Friendly

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Noble House Inn From US $138
         

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9.8 (100 Reviews)
Bed & Breakfast
Noble House Inn
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Cozy Winter Stay Nut House Near Mt & Bridgton From US $189
         

10.0 (2 Reviews)
House
Cozy Winter Stay Nut House Near Mt & Bridgton
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Ski, Hike & Boat: Modern Bridgton Retreat From US $150
         

10.0 (2 Reviews)
House
Ski, Hike & Boat: Modern Bridgton Retreat
  • Air Conditioner
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East Pinnacle Condo Peak Retreat Mins to Skiing From US $182
         

10.0 (1 Review)
House
East Pinnacle Condo Peak Retreat Mins to Skiing
  • Air Conditioner
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Ell Suite walk to town beach From US $151
         

10.0 (1 Review)
House
Ell Suite walk to town beach
  • Parking
  • Pet Friendly
  • TV

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Manor Suite,cozy newly renovated,downtown & beach From US $140
         

10.0 (1 Review)
House
Manor Suite,cozy newly renovated,downtown & beach
  • Parking
  • Pet Friendly
  • TV

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Instantly Bookable Vacation Homes in Bridgton

Over 291+ Instantly Bookable Vacation Homes in or Near Bridgton
Quiet, Pristine Setting On Long Lake From US $389
         

10.0 (29 Reviews)
House
Quiet, Pristine Setting On Long Lake
  • Air Conditioner
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Lovely 3-bedroom cottage with dock and lake frontage on Long Lake in Bridgton From US $792
         

New
Cottage
Lovely 3-bedroom cottage with dock and lake frontage on Long Lake in Bridgton
  • Air Conditioner
  • Pet Friendly
  • Security/Safety

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Lakefront Log Home 12 feet Away from Lake From US $446
         

10.0 (63 Reviews)
Cabin
Lakefront Log Home 12 feet Away from Lake
  • Air Conditioner
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TOWNHOUSE RETREAT AT PLEASANT MOUNTAIN - SKI IN/SKI OUT From US $580
         

10.0 (53 Reviews)
House
TOWNHOUSE RETREAT AT PLEASANT MOUNTAIN - SKI IN/SKI OUT
  • Air Conditioner
  • Parking
  • TV

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Cabin between Two Lakes -Private Beach on Moose Pond Minutes to Pleasant Mt Ski From US $356
         

10.0 (28 Reviews)
Cabin
Cabin between Two Lakes -Private Beach on Moose Pond Minutes to Pleasant Mt Ski
  • Air Conditioner
  • Parking
  • TV

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Cabin at Sunshine-Situated on the Sandy Shore of Long Lake From US $534
         

10.0 (16 Reviews)
Cabin
Cabin at Sunshine-Situated on the Sandy Shore of Long Lake
  • Air Conditioner
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On the water, 35' DOCK SPACE! CENTER OF NAPLES! Access to Sebago and Long Lakes From US $545
         

10.0 (15 Reviews)
House
On the water, 35' DOCK SPACE! CENTER OF NAPLES! Access to Sebago and Long Lakes
  • Air Conditioner
  • Parking
  • TV

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Lakefront cabin with spectacular sunsets included From US $430
         

10.0 (15 Reviews)
Cottage
Lakefront cabin with spectacular sunsets included
  • Parking
  • TV
  • Balcony/Terrace

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About Bridgton Vacation Rentals

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Cruisevacations Bridgton, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Bridgton. Places to stay near Bridgton with prices averaging $123 a night.

Cruisevacations makes it easy and safe to find and compare vacation rentals in Bridgton with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Bridgton

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Use these Quick Filters to Find a Vacation Rental in Bridgton

★ Pro Tip: Cruisevacations makes it easy to compare the best listings on Cruisevacations homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Cruisevacations homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Bridgton.

Weather in Bridgton

View the weather forecast for Bridgton before booking your Bridgton Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Bridgton, ME

Cruisevacations offers a large selection of top attractions around Bridgton. Research things to do on your vacation before you visit Bridgton.


Oxford Casino Shawnee Peak Fryeburg Academy Oxford Plains Speedway Fryeburg Fairgrounds White Mountain National Forest Sebago Lake State Park McLaughlin Gardens Saco Valley Sports Center Hemlock Covered Bridge Porcupine Mountain Steamboat Landing Mini Golf Highland Lake Civil War Monument Fiddlehead Campground Sebago Cove Trickey Pond Pleasant Lake Pondicherry Park Songo River

Other Places to Stay Near Bridgton, ME


South Chatham 278 Properties Thompson's Point 276 Properties Highland Lake 184 Properties West Bridgton 176 Properties North Bridgton 157 Properties Kimball Lake Shores 121 Properties Naples 103 Properties Paris 58 Properties South Paris 57 Properties Oxford 49 Properties Thompson Lake 49 Properties Fryeburg 42 Properties

Complexes around Bridgton, ME


Hampton Inn 3 Properties Waterfront Sebago Beach 1 Properties