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Waterfront holiday rentals in Scarborough

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Scarborough

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

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Cabin in Old Orchard Beach

4.81 out of 5 average rating, 107 reviews

Alluring 1 Bedroom cabin just 50ft from beach no.6

Come to relax, or be as busy as you choose and enjoy seven uninterrupted miles of sandy beaches. Nestled in a restful pine grove just a 30 second walk from Maine’s finest beach. 0.75 mile walk to the hustly & bustle of downtown Old Orchard Beach, our Cottage is situated in the peaceful residential pocket of Ocean Park - South Old Orchard Beach. Step out of your cottage and walk just a few steps until your feet hit the flat, golden sand & take in the beautiful Atlantic ocean. Do not miss sunrise!

2–9 Nov

$180 SGD per night

Guest favourite

Cottage in Saco

4.93 out of 5 average rating, 313 reviews

Deja Blue~Guest Beach House

Our beach guest house is an oceanfront dream for a couple's retreat. Come relax by the sea. Listen to the waves crashing right outside your door. Disconnect or work while here we have fast WiFi for you. Enjoy this gem of a place on the coast of Maine as a year round escape. Come make some memories to cherish for a lifetime. All 4 seasons are beautiful here. Pro tip: Wake up early and observe the beautiful sunrise over the ocean. It is totally worth getting up early and will not disappoint.

22 Feb – 1 Mar

$569 SGD per night

Guest favourite

Treehouse in Norway

4.96 out of 5 average rating, 134 reviews

Glass Riverfront Lux Cabin - Hot Tub - Yoga Shed

The rushing water will flow right by your bedroom overlooking the most pristine, undeveloped river in Maine. This is a countryside oasis with no one in sight. Complete privacy in the hot tub overlooking the Crooked River. Wall of windows with mirror tint. Hot tub & outdoor shower just outside the front door. Hammocks, to relax in or hiking trails to discover right out the front door. Enjoy at-home yoga or massage in the yoga shed overlooking the river. Professionally Designed Countryside cabin.

3–10 Sep

$962 SGD per night

Guest favourite

Cottage in Topsham

4.95 out of 5 average rating, 212 reviews

Cozy waterfront home on Merrymeeting Bay.

Our cozy cottage is the perfect romantic getaway or quiet retreat in any season. Located on a private rd with scenic waterfront view. Guests can enjoy sitting on the dock (May- October) or the jetty, watch the eagles and Osprey, use our kayaks, do some fishing, walking or biking. Sit by the propane fueled fireplace on a chilly night. Brunswick, home of Bowdoin College and a # of great restaurants and unique shops is just 5 mi. Travel by bus or train to/from Boston. Portland is @ 30 min away.

7–14 Dec

$222 SGD per night

Guest favourite

Tiny home in Windham

4.98 out of 5 average rating, 132 reviews

Private riverside retreat

Private tiny house situated on the Pleasant river in Windham Maine surrounded by woods and nature! River is stocked with brook trout and lots of bass. Canoes are available for guest use to explore the river. The camp is located behind the main property ~500ft down a dirt road. 4X4 is recommended or you can park at the main house and it's a 3 minute walk. House is very comfortable with modern amenities. Running hot water, electricity, smart TV, wifi , firepit, outdoor shower, king sized bed.

29 Nov – 6 Dec

$213 SGD per night

Guest favourite

Loft in West Gardiner

4.98 out of 5 average rating, 113 reviews

Cozy, Efficiency Apartment with Hot Tub

Keep it simple at this peaceful, centrally-located efficiency apartment. 15 minutes to Gardiner and Augusta, 15 minutes to I95/295. Less than one hour from Portland. Walk along the stream, listen to the loons or enjoy relaxing in the hot tub. If you want to paddle in a kayak, you can do that too! Eagles regularly soar overhead. Queen size bed, love seat and room enough for a pack and pay or twin air mattress. A/C, full kitchen, Keurig, microwave, toaster, dishes. Wifi and cable. Roomy parking.

29 Jun – 6 Jul

$177 SGD per night

Guest favourite

Guest house in Bath

5.0 out of 5 average rating, 113 reviews

Waterfront Sunrise Cove Cottage

Unwind and enjoy spectacular sunrises from this sunny waterfront cottage on a tidal cove in the Kennebec River! Less than 30 minutes to Popham Beach, this is the perfect home base for a midcoast Maine getaway. The cottage has a post-and-beam design, cozy furnishings, and expansive views across the field, pond, and cove. Bald eagles and osprey soar overhead, sturgeon leap in the river, and nights are full of stars. Best for 2 adults or a small family. Owners live on property with small dog.

11–18 Oct

$219 SGD per night

Guest favourite

Home in Saco

5.0 out of 5 average rating, 124 reviews

Oceanfront w/ Stunning views and Private Deck☀️🏖

Welcome to the Beach House on the Rocks, your very own oceanfront retreat! This beautiful, 1350 sq ft house is nestled right next to the ocean. With panoramic views and the ocean just steps away, you won’t forget this one of a kind experience. Tucked away in the hidden gem of Camp Ellis, you’ll enjoy a lively beach scene in the summer and a tranquil retreat in the off season. Just a short trip away to Old Orchard Beach and 30 min to Portland you’ll never be in need of fun activities.

15–22 Mar

$652 SGD per night

Guest favourite

Cottage in Middleton

4.96 out of 5 average rating, 136 reviews

Beautiful Lakeside Cottage

Beautiful, quiet and secluded lakeside cottage. Enjoy amazing sunsets on our pristine lake. Swim, kayak, fish or just relax and take in the natural beauty. COVID UPDATE: We know everyone has different levels of concern regarding the virus. Please know that while we feel our sanitation and cleanliness of the Cottage is exceptional, we have doubled our efforts providing multiple cleanings between guests. This is a NON-SMOKING property. We are sorry, but we cannot accommodate pets.

5–12 Apr

$234 SGD per night

Guest favourite

Cabin in Freeport

4.98 out of 5 average rating, 470 reviews

Cozy Cottage-Near Harbor & Park

Bailiwick Cottage is a cozy, private cottage that looks south down Freeport (Harraseeket) Harbor in Freeport, ME. It is a 4 season accommodation that is close to Freeport shopping, Portland eating, and the Adventure Schools of LL Bean. The cottage sits approximately 50 yards from our main house, has its own parking space and patio, and offers the ability to come and go as you wish. We have had 12 honeymoons in the cottage. Freeport Registration # STRR-2022-59

2–9 Oct

$250 SGD per night

Guest favourite

Cottage in Middleton

4.96 out of 5 average rating, 139 reviews

☀ Fox & Loon lake house: hot tub/pedal boat/kayaks

Escape to a peaceful, lakeside retreat with a secluded sun-lit deck and private dock with incredible views of Sunrise Lake, plus a 4-person hot tub, and seasonal amenities like a pedal boat, two kayaks, a SUP board, gas fire table, central A/C, a pellet stove, and snowshoes. Enjoy nearby activities like hiking, leaf peeping, skiing, and visiting scenic towns, local vineyards and breweries — or simply relaxing in a beautiful lakefront setting!

30 Aug – 6 Sep

$576 SGD per night

Guest favourite

Apartment in Old Orchard Beach

4.9 out of 5 average rating, 355 reviews

Luxury Beach Front Condo! Prime Location!

Unless the trip is within the next few weeks, we appreciate it if guests don't book trips that leave a single night open. Generally minimum night stay is 2 nights during the week and 3 nights over the weekend. If you see a 14 day minimum, it’s to prevent the reservation from leaving a single night open. To simplify things and to be fair to those that instant book, we typically do not negotiate rates. Thank you!

24 Feb – 3 Mar

$264 SGD per night

Holiday rentals for every style

Get the amount of space that is right for you

Houses

A space that's all yours, with room for everyone

Cabins

Kick off your hiking boots at these rustic lodgings

Flats

Convenient locations with everyday essentials

Popular amenities for waterfront rentals in Scarborough

Free parking on premises

Air conditioning

Waterfront apartment rentals

Guest favourite

Flat in Old Orchard Beach

4.9 out of 5 average rating, 166 reviews

Beachside Penthouse Paradise on Old Orchard Beach

20–27 Oct

$278 SGD per night

Guest favourite

Flat in Arundel

4.99 out of 5 average rating, 288 reviews

Cape Arundel Cottage 1 mile to downtown KPT

3–10 Jan

$367 SGD per night

Guest favourite

Flat in Portland

4.99 out of 5 average rating, 618 reviews

Old Port / Parking / Patio

21–28 Jun

$424 SGD per night

Guest favourite

Flat in Brunswick

4.98 out of 5 average rating, 143 reviews

Garden view near Bowdoin College

19–26 Apr

$224 SGD per night

Guest favourite

Flat in Falmouth

4.96 out of 5 average rating, 137 reviews

Falmouth Waterfront Carriage House Apt

5–12 Oct

$393 SGD per night

Guest favourite

Flat in Richmond

4.92 out of 5 average rating, 120 reviews

Stunning Royal Richmond 2 Br Apartment Get Away!

4–11 Feb

$199 SGD per night

Guest favourite

Flat in South Portland

4.93 out of 5 average rating, 109 reviews

Willard Square Charmer

6–13 Jan

$372 SGD per night

Guest favourite

Flat in Portland

4.91 out of 5 average rating, 112 reviews

Two-Story, Direct Ocean Views on Eastern Promenade

31 May – 7 Jun

$1,093 SGD per night

Waterfront house rentals

Guest favourite

Home in Freeport

4.96 out of 5 average rating, 101 reviews

Spacious costal home in Freeport, ME

5–12 Jun

$740 SGD per night

Guest favourite

Home in Oxford

5.0 out of 5 average rating, 180 reviews

The Modern Lakehouse

13–20 Nov

$792 SGD per night

Guest favourite

Home in Rye

4.99 out of 5 average rating, 226 reviews

*Beachfront* Vintage Coastal Cottage - Relaxation

26 Dec – 2 Jan

$627 SGD per night

Guest favourite

Home in Freeport

4.85 out of 5 average rating, 249 reviews

Home On Pond in Woods - Guest Suite

18–25 Sep

$117 SGD per night

Guest favourite

Home in Limerick

4.94 out of 5 average rating, 101 reviews

Lakefront Getaway

12–19 Mar

$244 SGD per night

Guest favourite

Home in Bath

4.89 out of 5 average rating, 281 reviews

Gorgeous Spring Studio Getaway on the Kennebec

8–15 Aug

$427 SGD per night

Guest favourite

Home in South Portland

4.9 out of 5 average rating, 102 reviews

Cottage style home 2 blocks from the beach!

15–22 Nov

$514 SGD per night

Home in Falmouth

4.86 out of 5 average rating, 181 reviews

Amazing Bay View Home with Hot Tub

31 Oct – 7 Nov

$324 SGD per night

Waterfront apartment rentals

Guest favourite

Apartment in South Portland

4.94 out of 5 average rating, 121 reviews

Rustic Willard Beach condo ten mins from Old Port!

12–19 Feb

$403 SGD per night

Guest favourite

Apartment in Portland

4.91 out of 5 average rating, 136 reviews

Rustic Downtown Duplex with Private Deck

7–14 Aug

$829 SGD per night

Guest favourite

Apartment in Kittery

4.96 out of 5 average rating, 155 reviews

Waterfront Condo with Sweeping Portsmouth Views -1

2–9 Nov

$323 SGD per night

Guest favourite

Apartment in Wolfeboro

4.97 out of 5 average rating, 110 reviews

Downtown Wolfeboro condo on Winnipesaukee w/Dock!

1–8 Mar

$514 SGD per night

Guest favourite

Apartment in Wells

4.84 out of 5 average rating, 145 reviews

New Condo on the Wells/Ogunquit town-line

25 Nov – 2 Dec

$260 SGD per night

Guest favourite

Apartment in Bartlett

4.98 out of 5 average rating, 113 reviews

Spring and Summer booking now!

20–27 Feb

$500 SGD per night

Guest favourite

Apartment in Old Orchard Beach

4.89 out of 5 average rating, 81 reviews

Oceanfront Condo with Awesome Views

7–14 Dec

$170 SGD per night

Apartment in Old Orchard Beach

4.62 out of 5 average rating, 87 reviews

Oceanfront condo with Breathtaking view remodeled

10–17 Jan

$200 SGD per night

Quick stats about waterfront rentals in Scarborough

Total rentals
140 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
100 properties are a good fit for families
Total number of reviews
7.9K reviews
Nightly prices starting at
$81 SGD before taxes and fees

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