Pleasant Bay Mornings
16 guests
-
6 bedrooms, 13 beds
5 bathrooms
Ask us anything
Do you have a question about this home or the local area?
Set on 2.4 acres above Little Pleasant Bay, this waterfront compound offers the kind of Cape Cod escape that's hard to leave behind. A heated pool sits within wraparound decking, framed by woodland and open water beyond, while a barbecue and bay-view dining area make evenings outside an easy choice. Inside, there's a media room with a pool table, a fitness space, and a mezzanine games area for when the weather turns. Kayaks are on hand for exploring the bay, and both Orleans and Chatham – with their restaurants and shops – are a short drive away.
The Plum Promise
- No time for average – We reject thousands of homes worldwide, so you don't have to.
- Hosts we know – With track records of high-quality hosting.
- Rated ‘Excellent’ on Trustpilot – Exceptional service before, during and after your stay.
Ask us anything
Do you have a question about this home or the local area?
What to expect
Highlights

Enjoy Cape Cod's sweeping Atlantic surf and soft sands

Share meals with views stretching across the bay

Swim in the private pool surrounded by woodland
Like what you see? Explore more of this home
Home truths
This home comprises a four-bedroom main house and a two bedroom guest house.
At full occupancy, at least two guests will sleep on the two double beds in the loft space.
Two of the bedrooms each sleep three people in three single beds – we think these rooms might be best suited to children.
If you're travelling with little ones, your host can provide a travel cot. Children's toys and board games are also on hand to keep younger guests entertained.
Orleans Centre and Chatham are both a short drive away – ten and fifteen minutes respectively – so you'll want a car to reach shops, restaurants, and the Cape Cod League baseball.
If you're planning to drive to town beaches, you'll need a parking sticker during peak hours. Private beach access here means you won't need one for the water in front of the home, but keep it in mind for any day trips along the coast.
While the home can sleep up to eighteen people, the maximum occupancy is sixteen guests.
About this stay
Amenities
Tennis court
Outdoor seating
Wi-fi
Air conditioning
Parking available
Washing machine
Dryer
Outdoor heated pool
Bedrooms & bathrooms
6 bedrooms, 13 beds
5 bathrooms
Extras
Arranged by your host • Subject to availability
VIP services
Arrange a chef
Additional fees
- Your host can help arrange tailored services upon request, including pre-arrival fridge fills, private chefs, in-house massages, and more.Cost on request
Local guide
Get around
Airport
Provincetown Municipal
1 hr 7 min
Nantucket Memorial Airport-ACK
3 hr 21 min
Plymouth Municipal
1 hr 23 min
Train station
Hyannis Transportation Center
48 min
Bus stop
Route 39, South Orleans
27 min
Local shops & services
Supermarket
18 min
Cafe
19 min
Pharmacy
21 min
Points of interest
Beach
Orleans Beach
26 min
Booking policies
House Rules
Children welcome (1-12 years)
Infants welcome (under 12 months)
No pets
No parties or events
No smoking
Good to know
Arrival time flexible
Arrange with the host
Departure time flexible
Arrange with the host
Air con
Wifi
Cancellation policy
Not eligible for a refund
Host
This home is managed by Natasha
This home is managed by a business on behalf of its owner. A member of their staff will be your point of contact before and during your stay. Natasha and her team are on hand to help you throughout your stay. She's happy to provide advice, tips, and recommendations so that you can get the very best out of your time in the USA.
This home is nominated for the Plum Guide Award.
- Great hosts, not just great homes – We reject homes managed by hosts who don’t meet our standards of excellence.
The Plum Promise
- Every home scrutinised by experts, they have to meet our standards.
- Hosts we knowHigh-quality hosting, with track records of high-quality hosting.
- Impeccably clean, well maintained homes.
- Peace of mind in the rare event your host cancels.
- Rated ‘Excellent’ on Trustpilot, delivering exceptional service before, during and after your stay.