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Beautiful, historic home near Dock Square, a unique Kennebunkport experience

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The Oliver Davis House, circa 1827
Main house, with carriage house in the rear
Comfortable living room furnished in antiqes and reproductions
Spacious and comfortable living room, a perfect place for family and friends
Tastefully furnished living room with period antiques and reproductions

Reviews

10 out of 10, Loved by Guests
4 bedrooms3+ bathroomsSleeps 72400 sq ft

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi
  • Air-conditioning

Rooms & beds

4 bedrooms (sleeps 7)

Carriage House Guest Room

1 Queen Bed

Carriage House - Twin Bedroom

2 Single Beds

Main House - Guest Bedroom

1 Queen Bed

Main House - Master Bedroom Suite

1 Queen Bed

3 bathrooms, 1 half bathroom

Carriage House Bath

Soap · Towels provided · Toilet · Shower only · Hair dryer

Guest Room Bath

Soap · Towels provided · Bathtub or shower · Toilet · Hair dryer

Main House Powder Room

Toilet

Master Bedroom Bath

Soap · Towels provided · Bathtub or shower · Toilet · Hair dryer

Spaces

Deck or patio
Kitchen
Separate dining area
Outdoor play area
Garden

About this property

Beautiful, historic home near Dock Square, a unique Kennebunkport experience

Experience Kennebunkport authentically at the Oliver Davis House in walking distance of Dock Square and the beach
--a beautiful historic property (circa 1827) with a fabulous main house and a detached guest cottage. Tastefully decorated home with all conveniences. Central air conditioning to keep you comfortable, even during a heat wave. MAIN HOUSE SLEEPS 2-4 very comfortably. The COZY CARRIAGE HOUSE SLEEPS 2-4 MORE--great for a family with small kids, an extra couple, or older kids who want their own space. Comfortable elegance, antiques, pumpkin pine floors, original moldings. Lovely garden, patio--perfect for outdoor dining. Gourmet kitchen/breakfast nook, and formal DR that seats 8. Large LR with wood-burning F/P + small library. Master BR suite, fireplace, dressing room, en suite bath + guest room w/ private bath. Easy walking distance to lots of restaurants and shops. Near Colony, Nonantum, Breakwater, and The Boathouse hotels--perfect if you are attending a wedding in Kennebunkport, Ogunquit or Southern ME. Rental includes linens, W/D, gas grill, picnic basket, lobster pots, and beach chairs--everything for an ideal Maine vacation. Enjoy a relaxing retreat from 'the real world' any season.

The Oliver Davis House is a delightful place for friends and family to gather and share all the good things Maine has to offer.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: dogs less than 9 kg per pet (limit one pet total)
Please contact owner for approval.
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Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
Property Registration Number STR21-00095

We should mention

A car is recommended for transport to and from this property

About the area

Kennebunkport

Located in Kennebunkport, this holiday home is in the city centre and near the beach. The area's natural beauty can be seen at Ogunquit Beach and Marginal Way. Gardens at Historic Wallingford Hall and Bette-Jean's are also worth visiting. Discover the area's water adventures with kayaking and rafting nearby, or enjoy the great outdoors with ecotours and horse riding.
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Map
Kennebunport, ME

What's nearby

  • Dock Square - 3 min walk - 0.3 km
  • Kennebunkport Village Green - 3 min walk - 0.3 km
  • Kennebunkport Harbor - 3 min walk - 0.3 km
  • First Families Kennebunkport Museum - 5 min walk - 0.4 km
  • Colony Beach - 2 min drive - 1.8 km

Getting around

  • Wells Regional Transportation Center - 16 min drive
  • Sanford, ME (SFM-Sanford Seacoast Regional) - 23 min drive

Restaurants

  • ‪Alisson's Restaurant - ‬4 min walk
  • ‪Federal Jack's - ‬8 min walk
  • ‪Mornings in Paris - ‬8 min walk
  • ‪Batson River - ‬7 min walk
  • ‪Pilot House - ‬6 min walk

Frequently asked questions

Is Beautiful, historic home near Dock Square, a unique Kennebunkport experience pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 9 kg per pet.

How much does it cost to stay at Beautiful, historic home near Dock Square, a unique Kennebunkport experience ?

As of 26 Mar, 2026, prices found for a 1-night stay for 2 adults at Beautiful, historic home near Dock Square, a unique Kennebunkport experience on 27 Mar, 2026 start from S$976, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Beautiful, historic home near Dock Square, a unique Kennebunkport experience ?

On-site parking is available at the property.

What time is check-in at Beautiful, historic home near Dock Square, a unique Kennebunkport experience ?

Check-in begins at 4:00 PM.

What time is check-out at Beautiful, historic home near Dock Square, a unique Kennebunkport experience ?

Checkout is at 10:00 AM.

Where is Beautiful, historic home near Dock Square, a unique Kennebunkport experience located?

Located in the heart of Kennebunkport, this holiday home is steps away from Northlight Gallery and W. Robert Paine Gallery. Kennebunkport Village Green and Dock Square are also within 5 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 25 out of 26 reviews
Rating 8 - Good. 1 out of 26 reviews
Rating 6 - Okay. 0 out of 26 reviews
Rating 4 - Poor. 0 out of 26 reviews
Rating 2 - Terrible. 0 out of 26 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

KEVIN G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Location.. Location.. Location! Very clean and had everything we needed for a great stay in Kport.
Stayed 3 nights in Oct 2025
Verified

8/10 Good

Dave M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful older house two blocks from town. The only issues were the size of the kitchen and steepness of stairs.My 84 year old brother in law could not make it up the steps. I struggled with the suitcases as well. All else was terrific. Highly recommend, especially for middle aged folks.
Stayed 10 nights in Sep 2025
Verified

10/10 Excellent

Deborah P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We could not have been happier with our stay! Our host was so gracious, the home was beautiful, and the property was perfectly located!
Stayed 4 nights in Sep 2025
Verified

10/10 Excellent

Sue P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very lovely and well stocked. Great location!
Stayed 14 nights in Aug 2025
Verified

10/10 Excellent

Suzanne M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a lovely time in this beautiful historic home centrally located to downtown Kennebunkport. The hosts were attentive and very helpful in providing detailed information on the beaches,sightseeing and restaurant opportunities
Stayed 14 nights in Aug 2025
Verified

10/10 Excellent

Molly F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved the Oliver Davis house! We spent a week before my daughter’s wedding there. The backyard was the perfect backdrop for a bridal luncheon. This historic home easily accommodated our family of 6.
Stayed 7 nights in Jul 2025
Verified

10/10 Excellent

Joel L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful historic (Circa 1827) home and carriage house just a short (3 minute) walk to the shops and great restaurants in Kennebunkport, and within easy walking distance to beaches. Our family had a wonderful vacation!
Stayed 7 nights in Jul 2025
Verified

10/10 Excellent

Gregg F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Fun In Kennebunkport

Incredible location for a perfect pedestrian Kennebunkport experience! Oliver Davis house offers history and comfort plus a beautiful and intimate garden. We felt like we were staying at a family member’s home as it was very welcoming.
Stayed 7 nights in Jun 2025
Verified

10/10 Excellent

Ann B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

FABULOUS property!!

This house is beautiful - inside and outside! Great outdoor secret spot for morning coffee or reading; we spent a lot of time outside sitting near the soothing sounds of the goldfish pond. This house is in the best location - right off Ocean Avenue and Dock Square, you can walk everywhere. Inside is gorgeous and comfortable, kitchen has everything you need. The Carriage House is also a great place for guests.The owners have a notebook filled with information about things to do, restaurants, shops, places to visit, and very interesting information about this historic home.The owner is very accommodating, helpful with any question, easy to communicate with and is just so darn nice.
Stayed 7 nights in Jun 2025
Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Another great prelude weekend

This is our second stay at this amazing home. Conveniently located to all the fun and warm and cozy after a long and cold day of Prelude activities. This is our favorite Kennebunkport home.
Stayed 3 nights in Dec 2024
Verified

10/10 Excellent

Christopher P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful home/perfect prelude

The house was an antique and gave beautiful vibes of classic New England. Also less than a 5 minute walk from all the Christmas action for prelude. It was a perfect home, location, and experience for our little one. Would recommend to any one looking for a prelude fairy tale. 20/10
Stayed 6 nights in Dec 2024
Verified

10/10 Excellent

Melissa J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful house in great location

We had a wonderful 9-day stay at the Oliver Davis house! The house is old but completely renovated, well-maintained and very well supplied and organized. The owner was quick to respond to some inital questions and comped us breakfast when the stove pilot ignition went out at the end of our stay.
Stayed 9 nights in Aug 2024
Verified

10/10 Excellent

Gina F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Summer fun

Charming and comfortable 200 year old home. Ideal location on a quiet street close to everything. We totally enjoyed our stay. Lots of great shopping too.
Stayed 21 nights in Jul 2024
Verified

10/10 Excellent

Carrita T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful stay!

We truly had the best two weeks at the Oliver Davis House! It was sparkling clean on arrival, the kitchen was a chef’s dream, communication with the owners was great, and the location couldn’t have been more perfect. We loved the beautiful gardens too. We can’t wait to come back!
Stayed 14 nights in Jul 2024
Verified

10/10 Excellent

Kelcapecod C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful stay!

We just got back from our stay and my friends and I can’t say enough about how perfect the house and location were for our Christmas prelude getaway. The host kept us informed and everything we needed was at the house. Christmas Prelude and Kennebunkport is just magical!
Stayed 2 nights in Dec 2023
Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Christmas prelude with friends

What a beautiful home. We were so comfortable and the location was so great. Enjoyed Christmas Prelude and didn’t move the car. Home had everything we needed. Elegance and comfort rolled together. We will be booking again.
Stayed 4 nights in Nov 2023
Verified

10/10 Excellent

Nick S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

200 Years Old and Absolutely Beautiful

This home in Kennebunkport is well equipped and historically beautiful. The location is perfect to explore the harbor without worrying about parking or driving. The entire weekend was very enjoyable.
Stayed 2 nights in Sep 2023
Verified

10/10 Excellent

Barbara B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Delightful

We appreciated the opportunity to stay in an exquisitely maintained and beautiful historic home which was very comfortable. We enjoyed the garden, breakfast nook and delighted in walking about the town. We also appreciated the comfortable bedrooms and practical kitchen. Absolutely delightful!
Stayed 2 nights in Sep 2023
Verified

10/10 Excellent

Pratt F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome stay

If you are looking for a truly unique place to vacation, this home checks all the boxes and then some! It is impeccably decorated, comfortable, yet elegant, and best of all, in downtown Kennebunkport. Park your car and walk to your hearts content. The Owner has thought of everything….best restaurants, short day trip suggestions and shopping ideas. This house will not be a disappointment!
Stayed 14 nights in Sep 2023
Response from VrboOwner on 19 Sept, 2023
Thanks so much Pratt. It was a pleasure having you as a guest at the Oliver Davis House!
Verified

10/10 Excellent

roxanne f.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Southern Comfort!

The property glistened, location was centered and host was congenial. Would highly recommend.
Stayed 5 nights in Aug 2023
Verified

10/10 Excellent

Macy W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Photos don't do the house justice

I originally booked this house due to it's location and was a little worried the house looked small (which given it's age was not unlikely). However I was pleasantly surprised at how much space we had. The kitchen is small but very workable and super well stocked. We cooked several meals in and had everything we needed and then some. The dining room was big for game nights, the parlour was a good size for chatting and hanging out. The bedrooms in the main house are very large. The carriage house rooms are smaller but it was nice to have a separate space for people to get away to. Even though the house is so close to the center of town it was still quiet and tranquil. Small improvements could be made like better pillows but the house was very neat and uncluttered and taken care of. I would definitely recommend the house and would go back.
Stayed 7 nights in Aug 2023
Verified

10/10 Excellent

Elissa R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Summer Family Vacatio

the property was beautiful the beds were very comfortable the house had every possible thing you needed location was perfect we walked to all the restaurants shops and galleries They gave wonderful recommendations Highly recommend
Stayed 7 nights in Aug 2023
Verified

10/10 Excellent

Erika K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect week in Kennebunkport

The Oliver Davis house is just wonderful and the location cannot be beat. The carriage house is just so cute. The owner was so accommodating when the VRBO site was giving me an error message during the booking process and he responded quickly to my messages. We will definitely be back again!
Stayed 7 nights in Jul 2023
Verified

10/10 Excellent

Erin G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Home | Dreamy Location for Holiday Getaway

Had a wonderful family getaway! The house oozes charm and is extremely well equipped. The location could not have been better, allowing walking to everything - restaurants, bars, shops. Simple checkin and checkout. Look forward to renting here again. Perfect in every way, can't wait to come back soon!
Stayed 3 nights in May 2023
Verified

10/10 Excellent

junehaynal

Liked: Cleanliness, check-in, communication, location, listing accuracy

Presidents Day week

This home is beautiful, it is even better in person. It is situated in the idyllic Kennebunkport village. Park the car and never need to drive the whole stay. The linens are gorgeously comfy and the decor is so tasteful and warm. Cannot wait to stay again!!
Stayed 4 nights in Feb 2023

About the host

Hosted by Heyward Whetsell

Host profile image
What are 2 empty-nest Southerners doing in Maine? Absolutely loving it! The Oliver Davis House is our retreat, and through the years many guests have enjoyed 'the way life should be.' We love gardening, antiquing, entertaining, picnics on the beach, and walks along the ocean. And spending time with our kids and friends when they come to visit.

Why they chose this property

The Oliver Davis House compound is a beautiful small historic home and guest cottage that retains its charm while offering every modern convenience and comfort. Located in the heart of Kennebunkport, it offers something for everyone--an easy walk to Dock Square or the ocean. The house is decorated with antiques, but it's stylish, not frumpy. Luxurious, but not over the top. It's a place where you can get back to basics.

What makes this property unique

The private garden at the Oliver Davis House is a major attraction in summer. Designed in a traditional style that complements the period architecture of the house, the main part of the garden is filled with hydrangeas and offers the perfect spot for afternoon cocktails. There's a separate patio with a fountain for al fresco dining, and a small intimate space reserved for naps in the hammock shielded by espaliered apple trees and woodsy ferns, rhododendrum, lilacs, and Japanese maple. The gently sound of wind chimes blowing in the breeze make the garden even more relaxing. Equipped with gas grill, fire pit, torchieres--the garden at the Oliver Davis House doubles our living space and offers a wonderful seasonal option to enjoy the outdoors in summer and fall.

Languages:

English

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