Holiday rentals in Kennebunkport

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Top-rated holiday rentals in Kennebunkport

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

Guest favourite

Flat 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!

21–28 Sep

$297 SGD per night
Guest favourite

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.

30 Nov – 7 Dec

$172 SGD per night
Guest favourite

Guest suite in Kennebunkport

4.99 out of 5 average rating, 168 reviews

Get back to nature in this new woodsy retreat.

Perfect for "leaf peeping". Brand new rental! Beautiful 2nd floor two bedroom apartment with great light, nestled in the woods. Listen to the owls at night and wake to the birds chirping. Comfortably sleeps 5 in two queen beds and a twin XL bunk. Easy access to Goose Rocks Beach as well as Smith Preserve conservation trails for biking, hiking, trail running, snow shoeing and cross-country skiing. Located 6 miles from the center of Kennebunkport and 3 1/2 miles from Cape Porpoise.

18–25 Jan

$274 SGD per night

Popular amenities for Kennebunkport holiday rentals

Stay near Kennebunkport's top sights

The Clam Shack38 locals recommend
Alisson's Restaurant37 locals recommend
Seashore Trolley Museum26 locals recommend
First Chance Whale Watch11 locals recommend
The Boathouse Waterfront Hotel10 locals recommend
The Colony Hotel10 locals recommend

Other great holiday rentals in Kennebunkport

Guest favourite

Flat in Arundel

4.91 out of 5 average rating, 125 reviews

Ginger Hilltop

4–11 Mar

$146 SGD per night
Guest favourite

Guest suite in Kennebunk

4.84 out of 5 average rating, 263 reviews

Beautiful Spacious Studio, 1 mile to beaches.

11–18 Sep

$203 SGD per night
Guest favourite

Cottage in Kennebunk

4.96 out of 5 average rating, 101 reviews

Cozy cottage

31 Jul – 7 Aug

$542 SGD per night
Superhost

Home in Kennebunkport

4.97 out of 5 average rating, 216 reviews

The Trolley House - Close to Goose Rocks Beach

4–11 Apr

$512 SGD per night
Guest favourite

Home in Kennebunk

4.97 out of 5 average rating, 283 reviews

★"Life~at~Sea"★I mi to beach★W/D★Park★2 full baths

18–25 Nov

$568 SGD per night
Guest favourite

Tiny home in Kennebunk

5.0 out of 5 average rating, 7 reviews

Driftrose cottage/bestlocation/AC/Beachpass/Deck

12–19 May

$183 SGD per night
Guest favourite

Cabin in Kennebunk

5.0 out of 5 average rating, 22 reviews

HotTub+Firepit/5 min to Kennebunkport Pet friendly

17–24 Oct

$532 SGD per night
Guest favourite

Flat in Kennebunk

5.0 out of 5 average rating, 9 reviews

Lower Village Lofts •North• Steps to Dock Square

12–19 May

$399 SGD per night
Guest favourite

Cottage in Kennebunkport

4.97 out of 5 average rating, 64 reviews

Minnow Cottage in town, Kennebunkport

14–21 Oct

$1,077 SGD per night
Guest favourite

Guest suite in Kennebunkport

4.98 out of 5 average rating, 96 reviews

Cape Porpoise Private Guest Suite with King Bed

13–20 Sep

$381 SGD per night
Guest favourite

Cottage in Kennebunkport

4.98 out of 5 average rating, 99 reviews

Charming Designer Cottage on Marsh

22 Feb – 1 Mar

$666 SGD per night
Guest favourite

Flat in Kennebunk

5.0 out of 5 average rating, 55 reviews

Intown Coastal Calm

10–17 Jan

$775 SGD per night

Quick stats about holiday rentals in Kennebunkport

Total rentals

340 properties

Rentals with dedicated workspaces

140 properties have a dedicated workspace

Rentals with a pool

20 properties have a pool

Pet-friendly rentals

70 properties allow pets

Family-friendly rentals

260 properties are a good fit for families

Total number of reviews

12K reviews

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. York County
  5. Kennebunkport