Vacation rentals in First Encounter Beach

4.91 out of 5 average rating, 268 reviews

Apartment in Eastham

Eastham Escape

Private cozy clean 3 room en suite with private entrance. Entry room has small fridge, stocked coffee bar, microwave, water bubbler, and closet with beach chairs, towels, cooler, and dog water bowl. No full kitchen. Middle room has couch and smart t.v. Bedroom with comfortable queen and full bath. 5 min to 2 National Seashore pet friendly beaches. 5 min to Wiley park with pond and dog walk. 3 min to sunsets at the bay. Walk to bus, bike trail, restaurants. 23 miles to Ptown. Sleeps 1 o2 adults

4.98 out of 5 average rating, 130 reviews

Home in Eastham

Private Beach | Water Views | Pet Ok | Firepit

The beauty of Cape Cod awaits in this meticulous cottage with water views. Access to a private bayside beach is just steps away, across from the driveway and down a short sandy path. Beach chairs and beach towels included. Ride or walk 1 mi away to a great bike trail, or to National Seashore beaches, shops and restaurants. Or, relax at the cottage with updated amenities, appliances, comfortable beds, and a wonderful outdoor space with deck, fire pit, outdoor shower, lawn games and a hammock!

4.97 out of 5 average rating, 373 reviews

Guest suite in Brewster

Sheep Pond Get-Away

The AirbNB Studio Space is Private w/ its own separate entrance & exit. Our home is set in the 'Sheep Pond' area. We are walking distance to Sheep Pond to kayak & swim. We have kayaks, paddleboards, beachchairs, & towels for your use. A backyard w/ your own picnic table, seating area, & hammock. An outdoor shower ! Minutes away from bay & oceanside beaches, biking, hiking & Nickerson State Park. 40 mins from Provincetown; & surrounded by quaint Route 6a, restaurants & shopping !

Place to stay in Wellfleet

4.97 out of 5 average rating, 237 reviews

Romantic Cape Cod Tiny House + Hot Tub

Welcome to the Romantic Hideaway, our magical, secluded tiny house nestled between lush gardens and the woods alongside our property. Just a short drive to ocean beaches and freshwater ponds, and a pleasant walk to the quaint center of Wellfleet. Wake to birdsong and enjoy fresh muffins on your sunny, private deck. Your stay includes access to our Magnolia Spa with hot tub and sauna (June+); massage is available in July at special guest rates. A sweet, quiet escape on the Outer Cape.

4.96 out of 5 average rating, 106 reviews

Apartment in Brewster

Songbird Studio- Secluded but close to everything!

Bright, sunny, secluded, green 600 sqft studio apartment at rear of Antique home in the heart of Brewster, Northside of Rt 6A. Private entrance. Private backyard with lawn & gardens. Small private deck, gas grill. Bird and small animal life abounds outside. Tons of stars at night.. salt air on the wind. Walking distance to coffee shop, convenience store, multiple restaurants, Bike Trail. Short car ride to bay beaches, easy drive to Ocean beaches. Gas "woodstove" for heat, AC for cooling.

4.92 out of 5 average rating, 50 reviews

Condo in Brewster

Stylish Ocean Edge Condo #TheCouplesNest

Experience Cape Cod from our stylish 2nd floor condo in Fletcher Village at Ocean Edge, Brewster. Centrally located, it offers easy access to beaches, the Rail Trail, and local dining. Enjoy amenities like pools, tennis, and golf. The modern condo features a fully equipped kitchen and a balcony, perfect for relaxation or adventure throughout the year. Whether you're biking on scenic trails or relaxing by the pool, our condo provides the ideal setting for a memorable Cape Cod experience.

4.95 out of 5 average rating, 240 reviews

The Breeze Overlooking Minister's Pond

The Breeze is a luxurious, romantic cottage by a serene freshwater pond, surrounded by vibrant gardens. Perfect for a peaceful getaway, enjoy kayaking, canoeing, and relaxing on the dock, or explore nearby trails and the Cape Cod Rail Trail with provided bikes. Unwind with evenings by the fire pit, refreshing outdoor showers, and a plush queen bed for ultimate comfort. This private oasis offers tranquility, natural beauty, and 5-star attention to detail for your perfect escape.

4.96 out of 5 average rating, 126 reviews

Guest suite in Eastham

Cape Cod Heaven

Private one bedroom with full bath and balcony overlooking garden and a peek at the bay. Great location less than a mile from beautiful First Encounter Beach, a wonderful bay beach, and five minute walk to freshwater pond with sandy beach. Ocean beaches and bike trail close by. Bring your bikes or kayaks, or rent them, and enjoy all the Cape has to offer. Great for singles, couples, small families. Has a small refrigerator, microwave and Keurig. There is not a kitchen.

4.97 out of 5 average rating, 177 reviews

Home in Eastham

The Sea Captain's Carriage House

Our 1840s Carriage House has been beautifully remodeled. The first floor has a living room, dining area, kitchen, and powder room with washer/dryer. The backyard deck has seating for four and a Weber gas grill. Upstairs, the large, elegant bedroom features a 4-poster bed, sitting area, reading nook/twin bed, writing desk, and ensuite bathroom with shower. Our half acre property offers beautiful gardens for you to enjoy and a delicious outdoor shower.

Superhost

5 out of 5 average rating, 4 reviews

Newly renovated Eastham studio!

Try arriving and leaving on a weekday to avoid weekend bridge traffic! Also, flexibility during the summer season of length of stay! So, kick back and relax in this refurbished (spring 2024) calming indoor space or outdoors on the deck! Easy access to bay and National Seashore beaches, back road access to the Cape Cod Rail Trail, hiking, shopping and restaurants! This 1940’s cottage complex has retained much of its charm for you to enjoy !

4.92 out of 5 average rating, 184 reviews

Guest suite in Orleans

Charming Old Cape Cod

Relax and enjoy spending time at Snowtop on the Town Cove, many activities including sailing, paddle boarding, water skiing and spectacular sunsets! A short walk to swim, sit on the sand or take a beach walk. The offered space has a private entrance with bath, bedroom with a king size bed, a sunny living room with dining table over looking the water where you could choose to dine in, have coffee in the morning or play a game.

4.99 out of 5 average rating, 212 reviews

The Salt Pond Cottage

This is a free-standing private cottage that sleeps 2 comfortably. A spiral staircase leads up to a sleeping loft with a NEW QUEEN size Nectar bed! There is a full futon couch on the main level. The kitchen has everything you may need. The most spectacular thing about this home is its close proximity to the National Seashore. The salt pond, bike path, and freshwater ponds are also moments away!

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Other great vacation rentals in First Encounter Beach

4.98 out of 5 average rating, 123 reviews

Private room in Orleans

Tranquil BayBreeze Private Master Suite

StephenRating, 5 stars9 months ago

This was our 2nd visit to Darlene’s and Gregs, Tranquil. Bay Breeze, which is set in a beautiful garden that’s usually full of birds. There is truly nothing negative to say. We had the same feeling of calm and relaxation as we did last year. The accommodation has everything one needs for a wonderful stay. Our hosts continue to provide lots of little touches that many other b&b’s do not. Things like toothbrush, dental floss needle and cotton repair kit, a lovely bottle of wine, scones, butter pats, fresh fruit, tea, coffee, bottle water - the list is endless! It all goes to show how Greg and Darlene care about their guests. They truly are a lovely couple. We will never tire of visiting them, their property and their lovely miniature horses.

4.93 out of 5 average rating, 190 reviews

Private room in Orleans

Hillside Cape Getaway

AbigailRating, 5 stars3 weeks ago

Definitely will be there again! Kim is amazing, her home is so peaceful and she was so kind! Honestly this is the perfect place for a quiet place to read and relax!

4.88 out of 5 average rating, 181 reviews

Private room in Orleans

Cozy Corner!

PaulRating, 5 stars9 months ago

Great 2-night stay for a charity event. Perfect location and a super host!

5 out of 5 average rating, 12 reviews

Eastham: Beautiful 2 bedroom (3 bed) cottage

SaskiaRating, 5 stars9 months ago

We had a lovely summer vacation week at Joanne’s AirBnB. The space is a guest cottage at the back of Joanne’s property, yet bushes and trees offer plenty of privacy. The cottage is absolutely lovely - updated, tidy and clean as a whistle. Heads and shoulders better than most AirBnBs our family has stayed at for the price. And the location is excellent. Away from the tourist crowds of the lower cape, yet close to all the best beaches and excellent dining in Eastham and Wellfleet. Our favorites among Joanne’s recommendations were Arnold’s, an excellent clam shack and mini golf place, and Bookstore Restaurant in Wellfleet. Joanne was incredibly responsive and sweet. For some reason, I mistook the length of our stay and thought we had one more day available than we did! Joanne was very understanding and even entertained our two kids while we packed up our place! Overall, an excellent stay and very gracious, lovely hosts. I can’t recommend Joanne’s place more highly.

4.92 out of 5 average rating, 103 reviews

Private room in Eastham

Knowles Farm B&B, Photo Room

TaylorRating, 5 stars3 weeks ago

A beautiful home in a great location on the cape, also near walking trails and amazing nature! Our room and the space designated for guests is awesome. Sarah was a great host and has fostered a wonderful community through her BnB.

Home in Eastham

4.93 out of 5 average rating, 61 reviews

Chloe's Classic Cape in Eastham

EllenRating, 5 stars11 months ago

Diana was a great host. She responded quickly to texts and talked me through the check in process when I had questions. The house itself was very cozy, roomy and clean. The kitchen is very nicely appointed with all the pots pans and dishes we needed and ample room. The beds are decent and the couches are so cozy. There are two beaches we spent our time at: First Encounter and Cooks Brook; both very nice spots. First Encounter is walkable from the house, about 1/2 a mile. However, there is not much of a shoulder so ones with small kids might want to drive. Parking at the beaches costs $30 per day. Or, you can get a 3 day or week pass for a discount that gets you access to 4 beaches. The surrounding area is great with good restaurants, ice cream and shopping. Red Barn Pizza and More is a fun spot with mini golf, outdoor seating, ice cream, a nice gift shop & game room. Try Laura and Teds for morning coffee and pastry- the staff is so nice! Royal Thai had good food and friendly workers.

4.94 out of 5 average rating, 115 reviews

Private room in Eastham

Outer Cape Escape 1 BR B&B INCLUDES BREAKFAST

RachelRating, 5 stars1 week ago

I was just on a brief Cape getaway but this place was comfortable and homey and close to everything I wanted to see. Hosts are very knowledgeable about the area. Also, bonus: home of an adorable friendly dog!