See all properties
Apartment

Spacious Orleans Apartment With Private Beach Access

Photo gallery for Spacious Orleans Apartment With Private Beach Access

This beach never gets crowded!
Old-fashioned signboard marks the entrance to our private lane
The sun-dappled lane, heading toward beach.
Our driveway and end of house. Apartment entrance is past white fence on left.
Private entrance to apartment, w/ table, chairs, grill. Lock on fence for bikes.

Reviews

9.8 out of 10
Exceptional
1 bedroom1 bathroomSleeps 4600 sq ft

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
  • Outdoor space
  • Parking available

Rooms & beds

1 bedroom (sleeps 4)

Bedroom 1

1 Queen Bed

1 bathroom

Bathroom 1

Bathtub or shower · Toilet · Jetted bathtub

Spaces

Deck or patio
Kitchen
Garden
Dining area

About this property

Spacious Orleans Apartment With Private Beach Access

Unwind at Tom's Roost, a fully separate apartment in our home in peaceful South Orleans. Walk just 400 yards to a gorgeous private beach on Little Pleasant Bay shared by half a dozen homes. Bring your kayak or paddleboard! (or rent locally) Great walking and biking year round.

Our lovely, quiet home is on a wooded lane across from a small pond (you can hear the frogs at night!). Private apartment entrance and stairway up to light-filled rooms on second floor. Laundry room, tons of closet space, oak floors throughout, central AC. Perfect for a couple, 3 adults, or a small family; can sleep up to 4 with queen bedroom and full-size sofabed in living room. Kitchen has custom cabinets, Corian counters, D/W, glass-top electric range/microwave. Tiled bath has oversize jetted tub and rain shower.

Far from the crowds yet convenient: 10 minutes to Orleans Center and Bike Trail, 15 minutes to Nauset Beach or Chatham, 20 minutes to National Seashore, 25 minutes to Wellfleet.

Outdoor with stone patio, table/chairs, and Weber gas grill overlooking lane and pond. Beach chairs, towels, umbrella provided. Mature renters, please; we request quiet after 10 pm. No smoking/pets. Parking for 1 guest vehicle.

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Air conditioning
Outdoor space
Water view

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Exterior
Chatham Cottage on the Big Pond One Mile to Ocean Beaches
  • Kitchen
  • Free Wi-Fi
  • Air-conditioning
  • Laundry room
9.8 out of 10, Exceptional, (64 reviews)
Chatham Cottage on the Big Pond One Mile to Ocean Beaches

House Rules

Check in after 3:00 PM
Check out before 11:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

No pets allowed
default

Smoking

Smoking is not permitted
see complete House Rules in renter agreement

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
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 C0154592240

We should mention

This property does not have any lifts
A car is required for transport to and from this property

About the area

Orleans

Located in South Orleans, a neighbourhood in Orleans, this apartment is in a rural area and on the beach. The area's natural beauty can be seen at Cape Cod Beaches and Cape Cod National Seashore. Orleans Bowling Center and Cape Escape Adventure Golf are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
View more Apartments in OrleansOpens in a new window
Map
Orleans, MA

What's nearby

  • Cape Cod Beaches - 3 min drive - 1.1 km
  • Skaket Beach - 12 min drive - 8.4 km
  • Cape Cod National Seashore - 15 min drive - 12.6 km
  • Mayflower Beach - 28 min drive - 30.8 km
  • Hyannis Harbor - 28 min drive - 35.9 km

Getting around

  • Hyannis Transportation Center - 30 min drive
  • Hyannis, MA (HYA-Barnstable Municipal) - 31 min drive

Restaurants

  • ‪Hot Chocolate Sparrow - ‬8 min drive
  • ‪Dunkin' - ‬8 min drive
  • ‪Hog Island Beer Co. - ‬9 min drive
  • ‪Town Cove Tap House - ‬8 min drive
  • ‪Double Dragon Inn - ‬8 min drive

Frequently asked questions

Is Spacious Orleans Apartment With Private Beach Access pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Spacious Orleans Apartment With Private Beach Access?

As of 22 Mar, 2026, prices found for a 1-night stay for 2 adults at Spacious Orleans Apartment With Private Beach Access on 26 Apr, 2026 start from S$262, 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 Spacious Orleans Apartment With Private Beach Access?

On-site parking is available at the property.

What time is check-in at Spacious Orleans Apartment With Private Beach Access?

Check-in begins at 3:00 PM.

What time is check-out at Spacious Orleans Apartment With Private Beach Access?

Checkout is at 11:00 AM.

Where is Spacious Orleans Apartment With Private Beach Access located?

Nestled on the beach, this South Orleans apartment building is 1 mi (1.6 km) from Cape Cod Beaches and 2.2 mi (3.6 km) from Captain's Cove Golf Course. Rock Harbor Beach and Skaket Beach are also within 6 miles (10 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 23 out of 26 reviews
Rating 8 - Good. 3 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

Mark B.

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

Great location to explore the Cape and Islands

Nothing to complain about Great owners Great property Great location Great weather Easy to explore the Cape from the middle!!!
Stayed 7 nights in May 2021
Verified

8/10 Good

Miriam O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The apartment was very clean, comfortable and well equipped. The hosts are lovely, good communicators/responsive and accommodating. The private beach would be nice, but not really a place to relax during the mid-summer buggy season. The frogs’ vocalizations from the nearby pond were delightful.
Stayed 7 nights in Jul 2025
Verified

10/10 Excellent

Anne M.

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

Short Cape get away

We loved the apartment and location and the hostess was very friendly and attentive. Would definitely stay here again!
Stayed 3 nights in Jul 2023
Verified

10/10 Excellent

Clare E.

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

Perfect Stay in Every Way

Tom’s Roost was wonderful: well appointed, tastefully decorated apartment perfect for 2, surrounded by nature. Diana and Greg we super responsive and easy to work with. A week at Tom’s Roost was just the getaway we needed before the start of the holiday season
Stayed 7 nights in Nov 2023
Verified

10/10 Excellent

Bruce H.

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

Wonderful apartment

The apartment was perfect for my wife and me for a week's summer stay. The apartment was clean, modern, quiet, well appointed, walking distance to a beautiful private beach, a 10 minute drive to downtown Orleans that had great shopping and restaurants, and with a host who was responsive, helpful, and respectful. We'd love to return.
Stayed 7 nights in Aug 2023
Verified

10/10 Excellent

Gregg M.

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

Great mid Cape spot

Diana and Greg are wonderful people with a super comfortable, clean and conveniently located apartment. All the needed amenities and a short walk to a great little beach on Pleasant Bay. The evenings and mornings are a serenade from the amphibious and avian neighbors-beautiful as you sit up in the canopy of oak trees. The areas ecology and landscape are unique and wonderful. Great spot and great hospitality!
Stayed 4 nights in Jun 2023
Archival

8/10 Good

Leslie M.

Perfect Couple's Getaway

Relaxing, quiet and restorative. The apartment was immaculate, completely equipped, and we were grateful for the air conditioning. Diana & Greg were very easy to work with during the reservation process, and once we arrived, they were excellent hosts: friendly, knowledgeable about the area, yet unobtrusive. We felt like we were living in a tree house for the week! Lovely beach 5 minute walk away, easy access to restaurants and shopping.
Verified

10/10 Excellent

Danielle D.

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

Warm, inviting, magical oasis!

Diana and Greg were the most incredible hosts. Diana welcomed me to their home and made sure I had everything I needed for my short stay. They had tons of recommendations on where to explore and eat in the Cape, all mapped out for me. The home itself was so inviting and comfortable, with beautiful views (and sounds) of the woods. Then the private trail to the beach was nothing short of magical! I will have to plan another trip to Cape Cod just to stay at Tom's Roost again.
Stayed 3 nights in Jun 2023
Verified

10/10 Excellent

Claudia N.

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

Beautiful Location, Wonderful Hosts

This was truly a hidden gem in a quiet bit of paradise I never even knew existed on the Cape. The apartment was comfortable and spotless, not to mention extremely peaceful. The property was surrounded by natural beauty, and just a few steps from the private entrance to Little Pleasant Bay. The water was so clear that you could see horseshoe crabs and other marine life just as clearly as if you were snorkeling. Diana and Greg were wonderful hosts, and extremely accommodating. If you’re looking for a lovely retreat that provides relaxation , walks through nature, a beach with crystal clear water, and the added benefit of being just a short drive or bike ride into town, then “ Tom’s Roost” is the perfect place for your next getaway!
Stayed 3 nights in Jun 2024
Verified

10/10 Excellent

Deborah G.

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

Toms Roost

We spent a week in August at Toms Roost, which is an apartment over the garage, of the owners Greg and Diana. We immediately felt at home upon entering the apartment. During the week, Greg and Diana, were available for questions, but unobtrusive as hosts. It was beautifully decorated, and was stocked with everything you could need, just as if you were in your own home. Including a magnifying mirror for those who are over 50. Were able to find all the utensils we needed to make breakfast everyday, before venturing out to shops in Chatham , Provincetown, and sunbathing at the nearby Nauset Beach. Toms Roost has the most stunning view from the apartment windows, there are many trees, with moss growing over them, and flowers in the garden. I kept my blinds open at night, so I could wake in the morning to natures splendor. Although there is a beach down the road a bit, the terrain is a bit rough to navigate for those with bad knees like my husband. So we only walked there once, to check it out. It was a very beautiful secluded spot . I interacted with Diana via texts, through the week, and she went above and beyond to make our stay a pleasant one. We highly recommend a stay at Toms Roost. D.G.
Stayed 7 nights in Aug 2022
Verified

10/10 Excellent

Joan M.

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

Pleasure at Pleasant Bay

Diana and Greg rent a pretty, quiet and charming place on the Cape near the Bay. Our experience was seamless and we would return.
Stayed 4 nights in Oct 2021
Verified

10/10 Excellent

Bruce H.

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

Perfect

After a warm welcome we were introduced to our extremely clean apartment located a short walk to a quiet beach on Little Pleasant Bay in South Orleans. What could have been more perfect! Nestled in a wooded area this well designed apartment is very comfortable for the two of us and for a few nights our nine year grandson. Having grown up not far away this very much felt like “home.”
Stayed 10 nights in Jul 2021
Verified

10/10 Excellent

Lorrie F.

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

Quiet & Reviving

Diana and Greg’s place was PERFECT for us! The bed was super comfortable. The shower and jet tub refreshing. It was enough space for us to chillax in the living room, eat in the dining room and cook dinner for a family visit in the kitchen. We went to the beach twice a day. The water temperature was refreshing (but not brrrr cold) for our swim. Horseshoe crabs, crabs, snails and even a seal kept us company as we walked the shore. Diana provided us with the Orleans Walking Trails map provided by The Orleans Conservation Trust. Take it and go on the walks. We walked 6 of the 12 trails. On three of the walks, we were the only ones on the trail. Thank you, Diana and Greg, for offering this amazing place and sharing your knowledge of Orleans and the area. It added richness to our holiday.
Stayed 7 nights in Jul 2021
Verified

10/10 Excellent

James B.

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

Great Location/Wonderful Hosts

Tom's Roost is a comfy, convenient spot for access to so many great locations and activities on the this part of the Cape. The hosts, Diana and Greg, were warm, welcoming, helpful and responsive.
Stayed 14 nights in Aug 2020
Verified

10/10 Excellent

Nick F.

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

A wonderful place

Diana and Greg are cheerful, welcoming hosts. We had a lovely time. The apartment was perfectly comfortable, with everything we needed for great sleep, home cooking and unhurried leisure. We loved being surrounded by trees and gazing out at dozens of beautiful birds. We quickly came to appreciate the tranquility -- and comfortable water temperatures -- of the beach, about a 10 minute walk through the woods. We hope to come back.
Stayed 7 nights in Jul 2020
Archival

10/10 Excellent

Matt N.

Tom's Roost worth a visit!

Great experience at this property with Diana and Greg. The apartment was perfect for us, comfortable and stocked with all of the things we needed. It was quiet, in a very nice part of Cape Cod that we hadn't been to before, and well within range of a lot of fun beaches and activities. We didn't make as much use of the private beach as we thought we would, but we spent a great, quiet day out there searching for shells and relaxing. Overall, a great stay and we'd definitely recommend and consider staying again!
Stayed 7 nights in Jul 2017
Archival

10/10 Excellent

Lorraine N.

A lovely spot. Everything we needed or wanted

Very pretty and comfy. Walk to the beach. In a convenient, quiet part of the Cape.
Stayed 3 nights in Sep 2016
Archival

10/10 Excellent

cheryl s.

Our Orleans home away from home

Fabulous. Had everything we needed for a week away for a family of four. Clean, spacious, very accommodating with all the supplies your home away at the cape would require. Beach chairs, umbrella, washer, dryer, a fully equipped kitchen. Diana and Greg are lovely. We cannot wait to go back. Thank you again......
Archival

10/10 Excellent

David E.

Delightful!

We chose Tom's Roost for the location (tucked away, but accessible) and facilities (everything we needed!) and were not disappointed. The property was easy to find and gave us an abundance of touring options - we found our 'tip to toe' tour of the Cape a breeze! We were also delighted to be able to leave the apartment door and be face-to-face with nature and able to continue with our exercise regime with regular runs along a route suggested by the owner. That didn't make us feel quite so guilty for indulging at the broad array of local eateries! Diana & Greg were great hosts too, Always on hand if we had questions, but never in our faces.
Archival

10/10 Excellent

Marjorie A.

Perfect Holiday Home

This was the perfect holiday home for our stay in Cape Cod. We were delighted with the apartment and its location. It is beautifully appointed, maintained and equipped, bright fresh and very comfortable. The location, provides access to some of the most gorgeous small towns and stunning beaches. Diana and Greg proved to be the perfect hosts, helpful and supportive but allowing us the peace and privacy that we needed to enjoy our first visit to Cape Cod.
Archival

8/10 Good

Julie L.

Séjour agréable, à recommander !

Nous avons grandement apprécié notre séjour chez Diana et Greg pour plusieurs raisons: - Endroit calme et paisible; - Appartement spacieux et très propre; - Cuisine très complète; - À proximité, en voiture, des plages, épiceries, fish market, liquor store, ... - Localisation centrale pour ceux voulant visiter Martha's Vineyard et Provincetown; - Les propriétaires sont respectueux, discrets, mais présents en cas de besoin; - Petite plage privée à proximité (5 minutes à pied environ), mais nous y sommes allées qu'une demi-journée. Malgré notre appréciation pour cet endroit, nous tenons à ajouter un point: - L'endroit extérieur pourrait être plus optimal. Il n'y a qu'une minuscule table instable en fer forgée, pas confortable et peu de place pour un souper. Nous avons donc opté pour des repas à l'intérieur. Dommage lorsqu'il fait si beau. Je recommande cet endroit sans hésitation ! 4.5 / 5.
Archival

10/10 Excellent

Andy Y.

Great time at an outstanding property.

We had a great time on the cape. The property is as gorgeous as the pictures show, and the hosts were wonderful and helpful. The location is outstanding,and the private beach is a gem that should not be missed. I would wholeheartedly recommend this place to anyone looking for some peace and quiet on the Cape.
Archival

10/10 Excellent

Jacqui R.

Winter in Cape Cod

Tom's Roost was a delightful place to spend a few days in December. The apartment was very warm and peaceful - we sat, relaxed and watched the snow fall. It was an excellent base from which to explore Cape Cod and a pleasure to return to Tom's Roost at night.
Archival

10/10 Excellent

Beautiful apartment with lovely private beach

As the photos illustrate, this is a beautiful, immaculate apartment with an ideal location, 5 minutes from the center of East Orleans. We loved the private beach and found the apartment well-equipped with everything a family would need. The owners, Greg and Diana, were helpful but not intrusive. We would absolutely rent here again!
Archival

10/10 Excellent

Peaceful, secluded escape on the Cape

Diana & Greg's apartment was exactly what my fiancé and I wanted when looking for a quiet place for some R&R before a Labor Day weekend wedding we were attending. The apartment is very generous in size, super clean and bright and airy. Diana and Greg as hosts are superb; accessible and willing to share insights regarding the area yet you wouldn't even know they were on the same property without seeking them out. The private beach is awesome, picturesque cape cod. The apartment is a very short drive to downtown Orleans, where we parked trouble free and hopped on the Cape Cod Rail Trail for a great, scenic bike ride to Wellfleet. Overall, highly recommend this apartment for a couple or small group looking for a relaxing stay on the cape, close to the crowds yet far enough away!

About the host

Hosted by Diana Landau and Greg DeLory

Host profile image
We relocated in 2008 from San Francisco to Cape Cod, where Greg was born and raised, and recently found this wonderful house where we have room for our offices (Greg's an architect, Diana's a writer), guests, and a beautiful apartment as a bonus. We travel to the Bay Area often for business and to visit family and friends. We have a friendly cat named Willa (who isn't allowed in the apartment).

Why they chose this property

South Orleans is the quiet side of the Cape, which can get hectic in summer on the main roads! We love this part of Orleans for that reason, and because we have boating access to the whole Pleasant Bay ecosystem, all the way out to the Atlantic. It's also very convenient, almost equidistant from Orleans center and picturesque Chatham.

What makes this property unique

The apartment is air-conditioned, impeccably equipped, and totally charming. The location on a private lane is supremely peaceful. Best of all, it's just a short walk to a stunning private beach where we and our guests have deeded rights. It's also very close to town landings (launch a kayak and land on the beach), bike trail, freshwater swimming lakes, and all in-town amenities. And short drives to famed Outer Cape villages: Wellfleet, Truro, Provincetown.

Languages:

English, French
Tell us how we can improve our siteShare feedback

Hotels

Holiday Rentals