Vacation rentals in Drakes Island Beach

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Top-rated vacation rentals in Drakes Island Beach

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Guest favorite

Apartment in Kennebunk

5.0 out of 5 average rating, 106 reviews

Birch Sea

This new, very private apartment attached to our home is in a quiet and picturesque environment minutes away from Dock Square. It's great for couples, solo adventurers and families with one child. If you are seeking to spend the day at one of the beautiful Kennebunk beaches they are just minutes away. We are committed to environmental sustainability and the apartment is powered by solar energy. A new outdoor hot tub was recently installed in February, 2024! We look forward to your visit!

Oct 18 – 25

G$47,815 GYD per night

Guest favorite

Loft in Kennebunk

4.96 out of 5 average rating, 143 reviews

Private Modern Loft featured in Maine Home+Design

Experience the tranquility of staying in a PRIVATE STUDIO LOFT IN SEPARATE BLDG. overlooking 13 acres of private land abutting 600 acres of Alewive Brook Preserve while being 20 minutes to several area beaches and swimming lakes. The land is full of walking trails, fishing pond, biking trails and is conveniently only 7 minutes from the highway. Immaculate with wood floors, comfy queen size bed with Tempur-pedic mattress , 400 thread count soft 100 % cotton sateen sheets and high speed Internet.

Dec 12 – 19

G$26,605 GYD per night

Guest favorite

Apartment in Wells

4.93 out of 5 average rating, 124 reviews

Wells Beach - Baywatch North

North Side 2 story apartment on 2nd and 3rd floors. Large deck with Weber gas grill and patio table and chairs. Large deck off of master bedroom with king size bed. There are 1 1/2 baths with a washer and dryer. Both decks overlook the bay with amazing sunsets. The bay has striped bass, seals, Egrets, Great Blue Herons and many other birds. Mitsubishi heat pumps for heat and air conditioning. Kayaks are available for use in the bay. Enjoy a short walk across the street to the beach (100 yards)

Oct 9 – 16

G$71,375 GYD per night

Guest favorite

Loft in Barrington

4.96 out of 5 average rating, 490 reviews

Sunny, secluded studio loft apartment

Fully furnished studio apartment above home owners' garage with private entrance. Secluded 5.5 acre lot of land surrounded by beautiful woods. Vaulted ceilings with ladder to loft with queen bed. Big, sunny south-facing windows overlooking back yard and gardens. Homeowners are a laid-back, married gay couple, living in the main house with their 2 year old daughter and a dog. LGBTQ friendly home that welcomes kind guests of any race, religion, gender, and orientation. A minute from Route 125.

Oct 24 – 31

G$19,746 GYD per night

Guest favorite

Guest suite in Cape Neddick

4.97 out of 5 average rating, 288 reviews

Peaceful Coastal Retreat

Tucked away in the woods along a stretch of rocky coastline, this hidden retreat is the perfect place to truly get away. Located midway between Ogunquit and York, guests can enjoy all the amenities of the towns, yet return to the quiet and peaceful seclusion of the Peaceful Coastal Retreat. Listen to the wind blow and the birds chirp as you gaze into the surrounding forrest or the star speckled sky; there is no place more perfect to relax and experience the magnificent Maine coastline.

Sep 18 – 25

G$34,878 GYD per night

Guest favorite

Guest suite in Kennebunk

4.84 out of 5 average rating, 263 reviews

Beautiful Spacious Studio, 1 mile to beaches.

Our spacious suite with private bath is comfortable, well appointed and close to everything. 1 mile to the beach. Lots of extras included ! The suite consists of a large studio, with private bath. The bathroom is shared with a second bedroom which is only rented in conjunction with the suite. The second room rents for $55 per night for a second or third person in the group. Free amenities include use of beach parking pass, chairs, pack-n-play, kayaks, gas grill, picnic table, fire pit

Sep 24 – Oct 1

G$28,760 GYD per night

Guest favorite

Guesthouse in Kennebunk

4.99 out of 5 average rating, 118 reviews

Quaint New England Cottage Perfect for Two!

Quaint New England cottage perfect for two! This cute one bedroom unit is small on space but big on charm, with a large deck looking out over beautiful gardens. Cottage is meticulously clean and features a fully equipped galley kitchen, WIFI, TV, designated free parking and most desired amenities. Located just a few miles from Kennebunk Beach and other local beaches, walking and biking trails, and the beautiful seaside town of Kennebunkport and it’s famed Dock Square.

Oct 9 – 16

G$35,562 GYD per night

Guest favorite

Guest suite in Eliot

4.97 out of 5 average rating, 145 reviews

The Rafters

The Rafters is a finished studio space above our late 1800s barn. It has beautiful light and feels like a getaway as soon as you open the door. With the proximity to Portsmouth, NH and local attractions in Maine, you can escape to the Rafters, but with the ease of being so close to everything. Our neighborhood is beautiful and you can walk down to many spots that overlook the Piscataqua River. Or Uber home from a fun night in Portsmouth!

Nov 28 – Dec 5

G$25,209 GYD per night

Superhost

Apartment in Kennebunk

4.81 out of 5 average rating, 329 reviews

Excellent Location

My place is in walking distance to the city center, great views, parks and the beach. You’ll love my studio apartment because of the coziness, the light, and the kitchenette. My place is good for couples, solo adventurers, business travelers, and furry friends (pets). The apartment is in walking distance to Dock Square, Restaurants, Bars and beaches. This is a dog friendly neighborhood. WiFi. Off street parking, very safe neighborhood.

Feb 26 – Mar 5

G$32,040 GYD per night

Guest favorite

Home in Wells

4.98 out of 5 average rating, 121 reviews

Charming Wells Bunkhouse near Drakes Island Beach

This 675 sq ft bunkhouse is the perfect spot for your next beach stay! Situated on an oversized lot with plenty of parking, outdoor grill, and outdoor furniture. It has been designed and decorated with loads of Maine charm. It boasts a full kitchen, smart tv with cable and WiFi. Keyless entry will allow you to check yourself in, at your own convenience. Let me know if you need beach chairs or a cooler to complete your trip!

May 24 – 31

G$44,127 GYD per night

Guest favorite

Home in Lebanon

4.96 out of 5 average rating, 240 reviews

Beautiful, Peaceful, Maine Getaway House

Kick back and relax in this beautiful Maine getaway. Romantic, Quiet, country setting. Pet friendly. Big yard and trails for you and your pets to roam. Outdoor seating w/hammock. Minutes away from boat launching area to rent party boats, kayaks and paddle boats. Winter sports on Milton 3 ponds close by. Seasonal fruit picking right in town. Skydive New England. Fall leaf peeping. Extended stays welcome

Mar 11 – 18

G$27,055 GYD per night

Guest favorite

Apartment in Wells

4.82 out of 5 average rating, 222 reviews

Sea Salt

This is a one bedroom unit with its own private bathroom close to Wells Beach, and Route 1 Shopping, restaurants , etc. High-speed WiFi, AC/Heat, comfy queen sized bed, mini fridge, ceiling fan, first aid kit, iron, and blow dryer. I don't do long term rentals for the summer but please message me if you'd like to do a long term rental from October to May.

Nov 25 – Dec 2

G$19,818 GYD per night