Vacation rentals in Pennington

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Top-rated vacation rentals in Pennington

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

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Guest favorite

Vacation home in Isle of Wight

4.95 out of 5 average rating, 19 reviews

Downs View Retreat Isle of Wight with HotTub,

The Lodge is situated on the best holiday park on the IOW and is located on the side of the park called Crosswinds. The patio deck looks onto Culver Down with great views. The park has a private beach and is close to the village of Bembridge which has a selection of great cafes and restaurants. The Island has many activities all year round which makes it unique among staycation locations. Explore, soak up the atmosphere, then come back to a luxury home from home and a warm soak in the hot tub!

Top guest favorite

Condo in Canford Cliffs

4.96 out of 5 average rating, 69 reviews

Beach Retreat 1 - 400m to beach-Luxury 2 bed Flat

Luxury, family friendly apartment in an outstanding location with everything on your doorstep! On a quiet street in exclusive Canford Cliffs village, moments from top restaurants, bakery/deli, 2 gastropubs and Tesco. 5 min scenic woodland walk to stunning award winning Sandbanks beach and children's Pirate playground. Ideal luxury family holiday with the perfect location to park the car and enjoy the beach, watersports and entire holiday on foot. Free parking provided & no Airbnb cleaning fees!

Guest favorite

A spacious safari tent is set on a wooden deck, surrounded by greenery. The tent features a canopy roof supported by wooden poles, with a picnic table on the deck and a fire pit nearby. Gravel pathways enhance the outdoor space.

Tent in Corfe Castle

4.96 out of 5 average rating, 53 reviews

Farm glamping close to Swanage coast (2 of 5)

Glamping in one of our 5 rustic and very comfortable safari tents on our working dairy farm close to Swanage. Tents sleep up to 4 guests in a king bed, twin beds or double cabin style bed. Beds made up. Bring your own towels. Own shower room. Cook on the wood burning stove (with oven) or BBQ outside. Basic electricity providing overhead lanterns and a couple of sockets for charging mobiles. Firewood included. Dog welcome at an extra £25 (must be booked in and paid for prior to arrival)

Top guest favorite

Home in Friars Cliff

4.99 out of 5 average rating, 203 reviews

Whole seaside apt, stones throw to the new forest.

Relax with the whole family at this peaceful & child friendly place. Well presented holiday home with exclusive use of home and private garden / patio area. A short walk to award winning Avon beach, Saltwater Sauna & Mudeford Harbour. New forest close also. ideal for a family of four, with one double bed with ensuite and premier metal action sofa bed easily made up located in the living room. Bars and restaurants are all within a short stroll. Explore / relax in this bright comfortable annexe.

Guest favorite

A wooden eco lodge features a distinctive curved roof design, with large glass doors leading to a sheltered patio area. A picnic table is situated on the patio, surrounded by a wooden fence. A chimney is visible on the exterior, suggesting a cozy interior.

Dome in Godshill

4.96 out of 5 average rating, 23 reviews

Rainbows End

Enjoy the sounds of nature when you wake up in our pine clad eco lodge. It has a fully fenced garden. Watch the sunrise over the downland with the village of Godshill and its church spire in the foreground.Take a short walk to the wildlife pond and ancient woodland within the grounds or sit on the sheltered veranda and watch the ponies grazing in the paddock, whatever the weather inside with the wood burning stove alight looking out, the view is spectacular. Pygmy goats graze in the orchard.

Guest favorite

A modern holiday caravan is situated on a grassy area, elevated on a wooden deck. It features large windows, allowing natural light to fill the interior, with a pathway leading to the entrance. Surrounding trees provide a serene backdrop.

Chalet in Great Thorness

5 out of 5 average rating, 40 reviews

Luxury 3 bedroom lodge style holiday home

Heavily discounted Wightlink return crossings with each confirmed booking . Offer applies to standard sized cars only and is subject to availability. Thorness Bay Holiday Park, sits on a woodland hillside with lovely views out to sea. There’s plenty of opportunity for a quiet break, or to get involved in activities taking place on the park. From the Credi-shed it’s a ten-minute walk to the beach. The on site Bar and Restaurant serve food all day and there is often evening entertainment.

Guest favorite

A modern dining area is displayed with wooden chairs arranged around tables set with white tablecloths. Floor-to-ceiling windows offer a view of the water and distant boats, allowing natural light to fill the space.

Home in Parkstone

4.88 out of 5 average rating, 172 reviews

Cottage close to beaches and restaurants

A beautiful two bed house with garden and off street parking in an excellent location in Poole Dorset. The property features a new luxury bathroom installed in June 2021. There is an additional double sofa bed in the second living room. The property is moments from popular Ashley Cross with its bustling bars and restaurants and only a five minute drive to the award winning beaches of Sandbanks and Branksome Chine. Guests also have the open spaces of Poole Park only 5 minutes walk away.

Top guest favorite

A charming cobbled street is lined with historic buildings featuring colorful facades. Shop signage and hanging flower baskets add character to the scene. The gentle slope of the street leads to a scenic view at the top, inviting exploration of the area.

Home in Hampshire

4.97 out of 5 average rating, 92 reviews

Cosy cottage for 2 central Lymington

Captains Retreat is a self contained, luxury one bedroom cottage in the heart of Lymington. Free unlimited parking a few minutes walk away.The high street is 5 mins walk , where you will find shops, restaurants, cafes and a museum. There is a very popular market on Saturdays down the entire high street. At the bottom of the high street is the stunning Lymington quay on the cobbles, a popular place for a coffee or grab a local boat trip. Nearby there are beautiful walks and a marina.

Superhost

An open-plan kitchen and dining area features modern appliances and a sleek countertop with four black bar stools. A cozy grey sofa is positioned against a wall adorned with artwork. Natural light brightens the space through multiple windows.

Condo in East Southbourne

4.85 out of 5 average rating, 107 reviews

The White House - Lux Southbourne beach 3 bed stay

Relax with the whole family at our peaceful apartment. [*] Newly renovated and lovingly refurbished art deco apartment. [*] 2 minutes walk from 9 miles of Dorset blue flagged sandy beach. [*] Top class modern finish. [*] Luxury, three bedroom modern apartment. [*] Ideal for families, couples and remote working. With access to Fast Wifi and Netflix, you can really make yourself at home. If you have any questions about our family run apartment,let us know!

Guest favorite

A light-filled living area features a cozy sofa adorned with decorative cushions. A wooden coffee table holds a book and two glasses beside a bottle of wine. Bi-fold doors open to a well-maintained garden, offering a glimpse of greenery and flowering plants outside.

Home in Tisbury

4.98 out of 5 average rating, 118 reviews

Spacious 4-bedroom holiday home in Tisbury

Beech House is a new, stone-built 4-bedroom house with a large open-plan living area and beautiful views over rooftops to the countryside beyond. Nestled in the heart of the popular small town of Tisbury, it’s a convenient stroll away from high-street shops, pubs and the train station. Despite its central location, the house is tucked away just off a quiet lane, making it wonderfully peaceful and homely.

Guest favorite

An open space is revealed through large glass doors, connecting the indoor living area to the outdoors. A comfortable gray sofa faces a minimalist entertainment unit. Natural light floods the room, enhancing the modern decor, while a patio is framed by lush greenery.

Home in Parkstone

5 out of 5 average rating, 18 reviews

Modern home in the heart of Ashley Cross

Contemporary 3 bedroom home near Sandbanks beach with modern amenities, spacious rooms, and a dream kitchen. Enjoy abundant natural light, a sun-drenched patio, private garden, and vibrant nearby cafes and bars. Perfect for couples or groups looking for a memorable beachside getaway. Book now for an unforgettable stay.

Top guest favorite

An outdoor seating area features a curved gray wicker sofa surrounding a dark glass table. An umbrella provides shade, and a scenic view of rolling hills and greenery is visible in the background. The deck is made of wooden boards, enhancing the inviting space.

Cottage in Brading

4.95 out of 5 average rating, 152 reviews

Marmalade Cottage 5* Scenery, Beach, AONB Location

Pet Free, Clean & Spacious, Lovely Garden Cottage with Sea & Country views sandy beaches and countryside… perfect for an Island family holiday it offers onsite parking+EV charger, large Gardens, Swings &Toys galore. Village store, 3 fam Pub Restaurants,2Cafe's,F&C shop,Vineyard,farm shopsx2

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What guests are saying

Lovely studio annex in Lilliput

4.95 out of 5 average rating, 43 reviews1 month ago

My husband and I came down to Poole for a family wedding. We wanted to be near to the venue so we looked around Poole and Lilliput and came across Teresa's apartment. When we arrived Teresa was so welcoming and showed us around. The studio was exceptionally clean and beautifully decorated. Everything we needed was there. The wet room at the end was clean and again beautiful. We had a wonderful weekend, made all the better by staying here. Every morning we had the option of a frothy coffee or herbal tea made by Teresa. Thank you Teresa we will be coming back. Sarah and Ian xx

Place to stay in Parkstone

What guests are saying

Dolphin Retreat close to Beaches and Harbour

4.98 out of 5 average rating, 55 reviews1 week ago

Dolphin Retreat was a wonderful place for our family to stay together as we prepared for our son's wedding. The kitchen/dining/lounge area was a great central space and we even spilled out into the garden with its furniture and BBQ in April! The kitchen is well equipped with a big range cooker, ideal for cooking wedding desserts for 70 people! The property was very clean and had everything we needed. There is a Co op about a 4 minute walk away for the supplies we forgot to bring. There is ample parking for 5 or more vehicles. Nina was a great host and answered all our questions.

Home in Parkstone

What guests are saying

Spacious 40x13 ft Lodge Hoburne Bashley New Forest

4.98 out of 5 average rating, 40 reviews1 month ago

I can't thank Carolyn enough, after finding out I was surprising my 12 year old son to a birthday getaway birthdays banners and signs plus sweets etc all put out for when we arrived! above and beyond for us. Carolyn was very responsive, informative and so kind. wonderful localaton, amenities etc. caravan was like home to home, well equipped and very clean. thank you again! highly recommend! 5🌟😁

Home in Hampshire

What guests are saying

Family holiday home

4.89 out of 5 average rating, 37 reviews1 week ago

Stayed at Helen's holiday home near the sea for a week - I could have stayed longer! Perfect location, both in terms of the New Forest (walkable distance to the beach/sea and not far from other local attractions) and location in the caravan park itself (two minutes one way is a good sized playground my five year old happily made lots of use of, two minutes the other way you are at reception, pool (again, used plenty), restaurant, etc). The home was plenty big enough for the three of us, its comfortable, has everything you might need (sharp knives in the kitchen - unheard of in a rental!) and a spacious deck out front (we didn't unfortunately make use of the deck as although sunny our stay was early in the season so quite windy). Helen was really helpful before our stay and was quick enough to answer any questions I had. I would happily recommend Helen's home (and the site as a whole) and am hoping she will allow us to come stay again sometime.

Home in Downton

What guests are saying

Central Village flat, close to beach

4.96 out of 5 average rating, 24 reviews6 months ago

Despite unpredictable weather we enjoyed our week at Richard's place. The flat was cosy and handy for local amenities and for heading off to explore the New Forest. Everything we needed (and more!) was provided, with the added bonus of a breakfast basket full of local produce. The parking space was appreciated too. There was a bit of noise from the Social Club next door but really our only niggle was not being able to contact Richard either by phone or by the message box provided online by Airbnb when we wanted to ask what to do with the keys when we left. In the end, we left them on the table in the flat and hoped that was ok. We would happily recommend this property to anyone looking to stay in this area.

Apartment in Milford on Sea

What guests are saying

Waterfront Lodge With Log Burner - Club Casita

4.85 out of 5 average rating, 13 reviews2 months ago

We had a wonderful stay at Club Casita, the view over Stanpit marshes is stunning, in January, you see the sun rise by the Isle of Wight travel over Hengistbury Head and set within the window viewport, and the wide variety of birdlife is beautiful to watch, like an animated painting. The lodge was very warm and cosy and had everything we needed, even a whirlpool bath! A freezer would have been useful for our longer stay but we managed fine without it. The beds were very comfy. Ample parking for 2 cars. It is a short (< 10 mins), flat walk along a picturesque riverside path to Christchurch where there is an M&S for groceries, and plenty of pubs and restaurants. Our hosts, Candice and Dan were lovely and gave us a very warm welcome with a breakfast basket, festive decorations and a bottle of wine, and were very responsive to messages. Would definitely recommend Club Casita to family and friends!

Home in Bournemouth, Christchurch and Poole

What guests are saying

Unrivalled Sea View - Brand New

5 out of 5 average rating, 7 reviews4 days ago

Bay Cottage was just what we all needed . A total reset from the hustle bustle. Great accommodation with beautiful views of the sea. The children and adults all made good use of the hot tub with beautiful sea views. So relaxing. The kitchen space was amazing and comes into its own with the sea views along the back of the house. Perfect location with all restaurants in walking distance . Highly recommend. We all had a brilliant time and will be returning. Walks to our favourite spot Steep Hill Cove right from our front door a real gem. Will differently be returning with the family . Denise Walker and Family

Home in Isle of Wight

What guests are saying

Portholes cabin, sea view amazing

4.97 out of 5 average rating, 37 reviews11 months ago

This was a great relaxing spot. The views were stunning and it was easily walkable (although be aware steeply uphill since the boardwalk was being fixed) to lots of great restaurants. Easily drivable to lots of interesting spots within 20-30 minutes. A great spot to relax and unwind.

Bungalow in Ventnor

What guests are saying

Walk to beaches & river. Luxury Jacuzzi hot tub.

4.97 out of 5 average rating, 64 reviews1 month ago

We had a fantastic stay at Hengistbury Reach. The spacious bungalow was impeccably clean and the amenities were well - stocked. The location was perfect to explore Dorest with its gorgeous beaches. We would definitely stay here again, infact I could move here tomorrow, it's a wonderful part of the country xxx

Bungalow in East Southbourne

What guests are saying

Fabulous house by the beach, renowned Seaview.

4.78 out of 5 average rating, 46 reviews7 months ago

Wonderful stay for our multi-generational family at Swift Cottage. Property was conveniently located with great access to Seagrove Bay, Priory Bay & easy walking distance to Seaview. We loved the character of the property and it was extremely spacious, well laid out & equipped for our large group. Would highly recommend & Catherine was extremely responsive and a pleasure to deal with. Hope to return!!

Home in Isle of Wight

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